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Chiral Catalysts & Ligands

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48

(S)-Ru(OAc)2(H8-BINAP)

Empirical Formula (Hill Notation):	C₄₈H₄₆O₄P₂Ru
CAS Number:	142962-95-6
Molecular Weight:	849.89
MDL number:	MFCD09753023
PubChem Substance ID:	329761578

Takasago Ligands and Complexes for Asymmetric Reactions,
Catalyst for:

Enantioselective asymmetric hydrogenation reactions

Packaging

50, 100 mg in amber glass bottle

Legal Information

Sold in collaboration with Takasago for research purposes only.

Параметры

Quality Level	100,
storage temp.	2-8°C
InChI	1S/C44H40P2.2C2H4O2.Ru/c1-5-19-35(20-6-1)45(36-21-7-2-8-22-36)41-31-29-33-17-13-15-27-39(33)43(41)44-40-28-16-14-18-34(40)30-32-42(44)46(37-23-9-3-10-24-37)38-25-11-4-12-26-38;21-2(3)4;/h1-12,19-26,29-32H,13-18,27-28H2;21H3,(H,3,4);/q;;;+2/p-2
Inchi Key	HZRBASMTZGJUJU-UHFFFAOYSA-L

Safety Information

pictograms	GHS07
signalword	Warning
hcodes	H319 - H335
pcodes	P305 + P351 + P338
Target Organs	Respiratory system
Personal Protective Equipment	dust mask type N95 (US),, Eyeshields,, Gloves,
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point F	Not applicable
Flash Point C	Not applicable

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(S)-Ru(OAc)2(SEGPHOS®)

Empirical Formula (Hill Notation):	C₄₂H₃₄O₈P₂Ru
CAS Number:	373650-12-5
Molecular Weight:	829.73
MDL number:	MFCD09753024
PubChem Substance ID:	329761576
NACRES:	NA.22

Takasago Ligands and Complexes for Asymmetric Reactions,
(S)-Ru(OAc)2(SEGPHOS®) can be used as a catalyst:

To prepare highly chemo, enantio, and diastereoselective primary -amino lactams by asymmetric reductive amination of racemic -keto lactams.
To synthesize chiral primary diarylmethylamines and sterically bulky benzylamines from diaryl and sterically hindered ketones via asymmetric reductive amination reaction.
For the conversion of levulinic acid to optically active -valerolactone via asymmetric hydrogenation reaction.

Packaging

50, 100 mg in amber glass bottle

Legal Information

Sold in collaboration with Takasago for research purposes only. JP Registration No. 3148136
SEGPHOS is a registered trademark of Takasago Intl. Corp.

Параметры

Quality Level	100,
storage temp.	2-8°C
InChI	1S/C38H28O4P2.2C2H4O2.Ru/c1-5-13-27(14-6-1)43(28-15-7-2-8-16-28)33-23-21-31-37(41-25-39-31)35(33)36-34(24-22-32-38(36)42-26-40-32)44(29-17-9-3-10-18-29)30-19-11-4-12-20-30;21-2(3)4;/h1-24H,25-26H2;21H3,(H,3,4);/q;;;+2/p-2
InChI key	BHGLLIGZFQVMBJ-UHFFFAOYSA-L

Safety Information

RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point F	Not applicable
Flash Point C	Not applicable

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(S)-Ru(OAc)2(T-BINAP)

Empirical Formula (Hill Notation):	C₅₂H₄₆O₄P₂Ru
CAS Number:	106681-15-6
Molecular Weight:	897.94
MDL number:	MFCD09753021
PubChem Substance ID:	329761571
NACRES:	NA.22

Takasago Ligands and Complexes for Asymmetric Reactions,

Packaging

100, 500 mg in amber glass bottle

Legal Information

Sold in collaboration with Takasago for research purposes only.

Параметры

Quality Level	100,
storage temp.	2-8°C
InChI	1S/C48H40P2.2C2H4O2.Ru/c1-33-13-23-39(24-14-33)49(40-25-15-34(2)16-26-40)45-31-21-37-9-5-7-11-43(37)47(45)48-44-12-8-6-10-38(44)22-32-46(48)50(41-27-17-35(3)18-28-41)42-29-19-36(4)20-30-42;21-2(3)4;/h5-32H,1-4H3;21H3,(H,3,4);/q;;;+2/p-2
InChI key	HXHQOYKBZFDKSM-UHFFFAOYSA-L

Safety Information

pictograms	GHS07
signalword	Warning
hcodes	H319 - H335
pcodes	P305 + P351 + P338
Target Organs	Respiratory system
Personal Protective Equipment	dust mask type N95 (US),, Eyeshields,, Gloves,
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point F	Not applicable
Flash Point C	Not applicable

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(S)-RuCl[(p-cymene(BINAP)]Cl

Empirical Formula (Hill Notation):	C₅₄H₄₆Cl₂P₂Ru
Linear Formula:	[C₅₄H₄₆ClP₂Ru]+Cl-
CAS Number:	130004-33-0
Molecular Weight:	928.87
MDL number:	MFCD00134456
PubChem Substance ID:	329761547
NACRES:	NA.22

Takasago Ligands and Complexes for Asymmetric Reactions,

Packaging

100, 500 mg in amber glass bottle

Legal Information

Sold in collaboration with Takasago for research purposes only.

Параметры

Quality Level	100,
storage temp.	2-8°C
SMILES string	Cl[Ru]Cl.CC(C)c1ccc(C)cc1.c2ccc(cc2)P(c3ccccc3)c4ccc5ccccc5c4-c6c(ccc7ccccc67)P(c8ccccc8)c9ccccc9
InChI	1S/C44H32P2.C10H14.2ClH.Ru/c1-5-19-35(20-6-1)45(36-21-7-2-8-22-36)41-31-29-33-17-13-15-27-39(33)43(41)44-40-28-16-14-18-34(40)30-32-42(44)46(37-23-9-3-10-24-37)38-25-11-4-12-26-38;1-8(2)10-6-4-9(3)5-7-10;;;/h1-32H;4-8H,1-3H3;2*1H;/q;;;;+2/p-2
Inchi Key	WNHLGYRPKARUHY-UHFFFAOYSA-L

Safety Information

pictograms	GHS07
signalword	Warning
hcodes	H315 - H319 - H335
pcodes	P302 + P352 - P305 + P351 + P338
Target Organs	Respiratory system
Personal Protective Equipment	dust mask type N95 (US),, Eyeshields,, Gloves,
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point F	Not applicable
Flash Point C	Not applicable

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(S)-RuCl[(p-cymene)(DM-BINAP)]Cl

Empirical Formula (Hill Notation):	C₆₂H₆₂Cl₂P₂Ru
Linear Formula:	[C₆₂H₆₂ClP₂Ru]+Cl-
CAS Number:	1345887-44-6
Molecular Weight:	1041.08
PubChem Substance ID:	329761561
NACRES:	NA.22

Takasago Ligands and Complexes for Asymmetric Reactions,

Packaging

50, 100 mg in amber glass bottle

Legal Information

Sold in collaboration with Takasago for research purposes only.

Параметры

Quality Level	100,
storage temp.	2-8°C
SMILES string	[Cl-].Cl[Ru+].C[C]1[CH][CH][C]([CH][CH]1)C(C)C.Cc2cc(C)cc(c2)P(c3cc(C)cc(C)c3)c4ccc5ccccc5c4-c6c(ccc7ccccc67)P(c8cc(C)cc(C)c8)c9cc(C)cc(C)c9
InChI	1S/C52H48P2.C10H14.2ClH.Ru/c1-33-21-34(2)26-43(25-33)53(44-27-35(3)22-36(4)28-44)49-19-17-41-13-9-11-15-47(41)51(49)52-48-16-12-10-14-42(48)18-20-50(52)54(45-29-37(5)23-38(6)30-45)46-31-39(7)24-40(8)32-46;1-8(2)10-6-4-9(3)5-7-10;;;/h9-32H,1-8H3;4-8H,1-3H3;2*1H;/q;;;;+2/p-2
InChI key	CBZXDZCPCDMKJU-UHFFFAOYSA-L

Safety Information

RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point F	Not applicable
Flash Point C	Not applicable

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(S)-RuCl[(p-cymene)(DM-SEGPHOS®)]Cl

Empirical Formula (Hill Notation):	C₅₆H₅₈Cl₂O₄P₂Ru
Linear Formula:	[C₅₆H₅₈ClO₄P₂Ru]+Cl^–
CAS Number:	944451-31-4
Molecular Weight:	1028.98
MDL number:	MFCD09753018
PubChem Substance ID:	329761544
NACRES:	NA.22

Takasago Ligands and Complexes for Asymmetric Reactions,

Packaging

50, 100 mg in amber glass bottle

Legal Information

Sold in collaboration with Takasago for research purposes only. JP Registration No. 3148136
SEGPHOS is a registered trademark of Takasago Intl. Corp.

Параметры

storage temp.	2-8°C
Quality Level	100,
InChI	1S/C46H44O4P2.C10H14.2ClH.Ru/c1-27-13-28(2)18-35(17-27)51(36-19-29(3)14-30(4)20-36)41-11-9-39-45(49-25-47-39)43(41)44-42(12-10-40-46(44)50-26-48-40)52(37-21-31(5)15-32(6)22-37)38-23-33(7)16-34(8)24-38;1-8(2)10-6-4-9(3)5-7-10;;;/h9-24H,25-26H2,1-8H3;4-8H,1-3H3;2*1H;/q;;;;+2/p-2
Inchi Key	LLNJPFQWQJQPEH-UHFFFAOYSA-L

Safety Information

RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point F	Not applicable
Flash Point C	Not applicable

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(S)-RuCl[(p-cymene)(DTBM-SEGPHOS®)]Cl

Empirical Formula (Hill Notation):	C₈₄H₁₁₄Cl₂O₈P₂Ru
Linear Formula:	[C₈₄H₁₁₄ClO₈P₂Ru]+Cl⁻
CAS Number:	944451-33-6
Molecular Weight:	1485.72
MDL number:	MFCD09753019
PubChem Substance ID:	329761560

Takasago Ligands and Complexes for Asymmetric Reactions,

Packaging

50, 100 mg in amber glass bottle

Legal Information

Sold in collaboration with Takasago for research purposes only. JP Registration No. 3148136
SEGPHOS is a registered trademark of Takasago Intl. Corp.

Параметры

storage temp.	2-8°C
Quality Level	100,
InChI	1S/C74H100O8P2.C10H14.2ClH.Ru/c1-67(2,3)47-33-43(34-48(61(47)75-25)68(4,5)6)83(44-35-49(69(7,8)9)62(76-26)50(36-44)70(10,11)12)57-31-29-55-65(81-41-79-55)59(57)60-58(32-30-56-66(60)82-42-80-56)84(45-37-51(71(13,14)15)63(77-27)52(38-45)72(16,17)18)46-39-53(73(19,20)21)64(78-28)54(40-46)74(22,23)24;1-8(2)10-6-4-9(3)5-7-10;;;/h29-40H,41-42H2,1-28H3;4-8H,1-3H3;2*1H;/q;;;;+2/p-2
Inchi Key	MYYXUILRYSITRR-UHFFFAOYSA-L

Safety Information

RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point F	Not applicable
Flash Point C	Not applicable

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(S)-RuCl[(p-cymene)(H8-BINAP)]Cl

Empirical Formula (Hill Notation):	C₅₄H₅₄Cl₂P₂Ru
Linear Formula:	[C₅₄H₅₄ClP₂Ru]+Cl^-
CAS Number:	944451-27-8
Molecular Weight:	936.93
PubChem Substance ID:	329761563
NACRES:	NA.22

Takasago Ligands and Complexes for Asymmetric Reactions,

Packaging

50, 100 mg in amber glass bottle

Legal Information

Sold in collaboration with Takasago for research purposes only.

Параметры

storage temp.	2-8°C
Quality Level	100,
SMILES string	[Cl-].Cl[Ru+].C[C]1[CH][CH][C]([CH][CH]1)C(C)C.C2CCc3c(C2)ccc(P(c4ccccc4)c5ccccc5)c3-c6c7CCCCc7ccc6P(c8ccccc8)c9ccccc9
InChI	1S/C44H40P2.C10H14.2ClH.Ru/c1-5-19-35(20-6-1)45(36-21-7-2-8-22-36)41-31-29-33-17-13-15-27-39(33)43(41)44-40-28-16-14-18-34(40)30-32-42(44)46(37-23-9-3-10-24-37)38-25-11-4-12-26-38;1-8(2)10-6-4-9(3)5-7-10;;;/h1-12,19-26,29-32H,13-18,27-28H2;4-8H,1-3H3;2*1H;/q;;;;+2/p-2
Inchi Key	RDVYAXZMACLMGN-UHFFFAOYSA-L

Safety Information

RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point F	Not applicable
Flash Point C	Not applicable

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(S)-RuCl[(p-cymene)(T-BINAP)]Cl

Empirical Formula (Hill Notation):	C₅₈H₅₄Cl₂P₂Ru
Linear Formula:	[C₅₈H₅₄ClP₂Ru]+Cl⁻
CAS Number:	228120-95-4
Molecular Weight:	984.97
PubChem Substance ID:	329761546
NACRES:	NA.22

Takasago Ligands and Complexes for Asymmetric Reactions,

Packaging

100, 500 mg in amber glass bottle

Legal Information

Sold in collaboration with Takasago for research purposes only.

Параметры

Quality Level	100,
storage temp.	2-8°C
SMILES string	[Cl-].Cl[Ru+].C[C]1[CH][CH][C]([CH][CH]1)C(C)C.Cc2ccc(cc2)P(c3ccc(C)cc3)c4ccc5ccccc5c4-c6c(ccc7ccccc67)P(c8ccc(C)cc8)c9ccc(C)cc9
InChI	1S/C48H40P2.C10H14.2ClH.Ru/c1-33-13-23-39(24-14-33)49(40-25-15-34(2)16-26-40)45-31-21-37-9-5-7-11-43(37)47(45)48-44-12-8-6-10-38(44)22-32-46(48)50(41-27-17-35(3)18-28-41)42-29-19-36(4)20-30-42;1-8(2)10-6-4-9(3)5-7-10;;;/h5-32H,1-4H3;4-8H,1-3H3;2*1H;/q;;;;+2/p-2
InChI key	BHIUOOHVIWKUTN-UHFFFAOYSA-L

Safety Information

RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point F	Not applicable
Flash Point C	Not applicable

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(S)-SDP 700746-50MG

Empirical Formula (Hill Notation):	C₄₁H₃₄P₂
CAS Number:	528521-86-0
Molecular Weight:	588.66
MDL number:	MFCD08459344
PubChem Substance ID:	329762227
NACRES:	NA.22

General description

(S)-SDP is a chiral diphosphine reagent used in the asymmetric hydrogenation of ketones catalyzed by transition metal. It is also used in hydrosilylation or cyclization of 1,6-enynes.

Application

(S)-SDP can be used:

As a ligand in the ruthenium-catalyzed asymmetric hydrogenation of cyclic ketones to give cycloalkanols.
To prepare ruthenium complexes, which are used in the asymmetric hydrogenation of different prochiral ketones.

Packaging

50 mg in amber glass bottle

Параметры

Quality Level	100,
assay	95%
optical activity	[]22/D 191°, c = 1 in chloroform
mp	199-204 °C
storage temp.	20°C
SMILES string	C1CC2(CCc3cccc(P(c4ccccc4)c5ccccc5)c23)c6c1cccc6P(c7ccccc7)c8ccccc8
InChI	1S/C41H34P2/c1-5-17-33(18-6-1)42(34-19-7-2-8-20-34)37-25-13-15-31-27-29-41(39(31)37)30-28-32-16-14-26-38(40(32)41)43(35-21-9-3-10-22-35)36-23-11-4-12-24-36/h1-26H,27-30H2
Inchi Key	DKZNVWNOOLQCMJ-UHFFFAOYSA-N

Safety Information

Personal Protective Equipment	Eyeshields,, Gloves,, type N95 (US),
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point F	Not applicable
Flash Point C	Not applicable

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(S)-SEGPHOS®

Empirical Formula (Hill Notation):	C₃₈H₂₈O₄P₂
CAS Number:	210169-54-3
Molecular Weight:	610.57
MDL number:	MFCD09753005
PubChem Substance ID:	329761551
NACRES:	NA.22

Takasago Ligands and Complexes for Asymmetric Reactions,
Chiral biaryl bisphosphine catalytic ligand used for:

Rhodium-catalyzed asymmetric formal olefination or cycloaddition of 1,3-dicarbonyl compounds with 1,6-diynes or 1,6-enynes
Stereoselective preparation of homoallylic alcohols via Ir-catalyzed stereoselective transfer hydrogenative crotylation of an allylic acetate with alcohols or aldehydes
Regio- and stereoselective preparation of axially chiral arylnaphthalene derivatives via rhodium-catalyzed [2+2+2] cycloaddition of diynes with naphthalenepropynoic acid derivatives
Diastereo- and enantioselective hydrogenation of -amino--keto ester hydrochlorides catalyzed by an iridium complex
Preparation of dihydroisoquinolinones via nickel-catalyzed denitrogenative annulation of benzotriazinones with 1,3-dienes and alkenes
Stereoselective preparation of indanol derivatives via Rh-catalyzed enantioselective alkynylative cyclization of allenyl aldehydes with terminal alkynes

Packaging

50, 100 mg in amber glass bottle

Legal Information

Sold in collaboration with Takasago for research purposes only. JP Registration No. 3148136
SEGPHOS is a registered trademark of Takasago Intl. Corp.

Параметры

Quality Level	100,
assay	94%
optical activity	[]20/D -11°, c = 0.5 in chloroform
mp	231-235 °C
InChI	1S/C38H28O4P2/c1-5-13-27(14-6-1)43(28-15-7-2-8-16-28)33-23-21-31-37(41-25-39-31)35(33)36-34(24-22-32-38(36)42-26-40-32)44(29-17-9-3-10-18-29)30-19-11-4-12-20-30/h1-24H,25-26H2
InChI key	RZZDRSHFIVOQAF-UHFFFAOYSA-N

Safety Information

RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point F	Not applicable
Flash Point C	Not applicable

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(S)-SIPHOS-PE

Empirical Formula (Hill Notation):	C₃₃H₃₂NO₂P
CAS Number:	500997-70-6
Molecular Weight:	505.59
MDL number:	MFCD08459342
PubChem Substance ID:	329762229
NACRES:	NA.22

(S)-SIPHOS-PE is a chiral spiro phosphoramidate ligand that can be used to synthesize:

Spiroindolenines by Pd-catalyzed intramolecular dearomative arylation of haloaryl-3-substituted indoles.
Enantioselective conjugate addition compound by Cu-catalyzed 1,4-addition of diethylzinc (Et2Zn) to cyclic enones.
Octaketide natural products via rhodium-phosphoramidite catalyzed alkene hydroacylation.

Packaging

50, 250 mg in amber glass bottle

Параметры

Quality Level	100,
assay	97%
optical activity	[]22/D 65.0°, c = 1 in chloroform
mp	120-125 °C
storage temp.	20°C
SMILES string	C[C@@H](N([C@H](C)c1ccccc1)P2Oc3cccc4CCC5(CCc6cccc(O2)c56)c34)c7ccccc7
InChI	1S/C33H32NO2P/c1-23(25-11-5-3-6-12-25)34(24(2)26-13-7-4-8-14-26)37-35-29-17-9-15-27-19-21-33(31(27)29)22-20-28-16-10-18-30(36-37)32(28)33/h3-18,23-24H,19-22H2,1-2H3/t23-,24-,33?/m1/s1
Inchi Key	ZXLQLIDJAURBDD-HRPAVAKOSA-N

Safety Information

pictograms	GHS07
signalword	Warning
hcodes	H315 - H319 - H335
pcodes	P261 - P305 + P351 + P338
Personal Protective Equipment	dust mask type N95 (US),, Eyeshields,, Gloves,
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point F	Not applicable
Flash Point C	Not applicable

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(S)-T-BINAP

Empirical Formula (Hill Notation):	C₄₈H₄₀P₂
CAS Number:	100165-88-6
Molecular Weight:	678.78
MDL number:	MFCD01311709
PubChem Substance ID:	329761556
NACRES:	NA.22

Takasago Ligands and Complexes for Asymmetric Reactions,
(S)-T-BINAP reacts with silver nitrate to form (S)-Tol-BINAP·AgNO3, which can catalyze the enantioselective allylation reaction of aldehydes to form enantiopure secondary alcohols. It may be used as a chiral ligand in the palladium catalyzed asymmetric double carbohydroamination of iodoarenes to form -aminoamides. It can also catalyze the asymmetric N-allylation reaction of ortho-tert-butylanilide derivatives with diallyl carbonate to form chiral N-allyl ortho-tert-butylanilides.

Packaging

100 mg in glass bottle
500 mg in amber glass bottle

Legal Information

Sold in collaboration with Takasago for research purposes only.

Параметры

optical activity	[]20/D -156°, c = 0.5 in benzene
Quality Level	100,
mp	250-255 °C
InChI	1S/C48H40P2/c1-33-13-23-39(24-14-33)49(40-25-15-34(2)16-26-40)45-31-21-37-9-5-7-11-43(37)47(45)48-44-12-8-6-10-38(44)22-32-46(48)50(41-27-17-35(3)18-28-41)42-29-19-36(4)20-30-42/h5-32H,1-4H3
InChI key	IOPQYDKQISFMJI-UHFFFAOYSA-N

Safety Information

Personal Protective Equipment	Eyeshields,, Gloves,, type N95 (US),
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point F	Not applicable
Flash Point C	Not applicable

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T511609-100MG

(S)-TCYP T511609-100MG

Empirical Formula (Hill Notation): C₆₈H₈₁O₄P

Molecular Weight: 993.34

Other Notes
Please note that Sigma-Aldrich provides this product to early discovery researchers as part of a collection of unique chemicals. Sigma-Aldrich does not collect analytical data for this product. Buyer assumes responsibility to confirm product identity and/or purity. All sales are final.

NOTWITHSTANDING ANY CONTRARY PROVISION CONTAINED IN SIGMA-ALDRICHS STANDARD TERMS AND CONDITIONS OF SALE OR AN AGREEMENT BETWEEN SIGMA-ALDRICH AND BUYER, SIGMA-ALDRICH SELLS THIS PRODUCT "AS-IS" AND MAKES NO REPRESENTATION OR WARRANTY WHATSOEVER WITH RESPECT TO THIS PRODUCT, INCLUDING ANY (A) WARRANTY OF MERCHANTABILITY; (B) WARRANTY OF FITNESS FOR A PARTICULAR PURPOSE; OR (C) WARRANTY AGAINST INFRINGEMENT OF INTELLECTUAL PROPERTY RIGHTS OF A THIRD PARTY; WHETHER ARISING BY LAW, COURSE OF DEALING, COURSE OF PERFORMANCE, USAGE OF TRADE OR OTHERWISE.
Параметры

Quality Level 100,

refractive index n/D

SMILES string OP1(=O)Oc2c(cc3ccccc3c2-c4c(O1)c(cc5ccccc45)C6CCCCC6)C7CCCCC7

Safety Information

RIDADR NONH for all modes of transport

WGK Germany WGK 3

Flash Point F Not applicable

Flash Point C Not applicable

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(S)-Tol-SDP 700835-50MG

Empirical Formula (Hill Notation):	C₄₅H₄₂P₂
CAS Number:	817176-80-0
Molecular Weight:	644.76
MDL number:	MFCD08459345
PubChem Substance ID:	329762236
NACRES:	NA.22

Параметры

optical activity	[]22/D 206°, c = 1 in chloroform
Quality Level	100,
mp	154-161 °C
storage temp.	20°C
SMILES string	Cc1ccc(cc1)P(c2ccc(C)cc2)c3cccc4CCC5(CCc6cccc(P(c7ccc(C)cc7)c8ccc(C)cc8)c56)c34
InChI	1S/C45H42P2/c1-31-11-19-37(20-12-31)46(38-21-13-32(2)14-22-38)41-9-5-7-35-27-29-45(43(35)41)30-28-36-8-6-10-42(44(36)45)47(39-23-15-33(3)16-24-39)40-25-17-34(4)18-26-40/h5-26H,27-30H2,1-4H3
InChI key	VLIOMJFCGWZUON-UHFFFAOYSA-N

Safety Information

Personal Protective Equipment	Eyeshields,, Gloves,, type N95 (US),
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point F	Not applicable
Flash Point C	Not applicable

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(S)-VANOL

Empirical Formula (Hill Notation):	C₃₂H₂₂O₂
CAS Number:	147702-14-5
Molecular Weight:	438.52
MDL number:	MFCD08459338
PubChem Substance ID:	24884836
NACRES:	NA.22

VANOL has proven to be an excellent ligand in catalytic asymmetric Diels-Alder, imine aldol, and aziridination reactions.
(S)-VANOL is a vaulted biaryl ligand that may be used in the synthesis of coordinated complexes, such as (dppe)Pt(S-VANOL) [dppe= bis(diphenylphosphino)ethane] and (S,S-chiraphos)Pt(S-VANOL) [chiraphos= 2,3-bis(diphenylphosphino)butane].

Packaging

250 mg in amber glass bottle

Параметры

Quality Level	100,
assay	97%
optical activity	[]20/D -314°, c = 1 in chloroform
mp	199-203 °C
SMILES string	Oc1c(c(cc2ccccc12)-c3ccccc3)-c4c(O)c5ccccc5cc4-c6ccccc6
InChI	1S/C32H22O2/c33-31-25-17-9-7-15-23(25)19-27(21-11-3-1-4-12-21)29(31)30-28(22-13-5-2-6-14-22)20-24-16-8-10-18-26(24)32(30)34/h1-20,33-34H
InChI key	NDTDVKKGYBULHF-UHFFFAOYSA-N

Safety Information

pictograms	GHS05,GHS07
signalword	Danger
hcodes	H315 - H318 - H335 - H413
pcodes	P273 - P280 - P302 + P352 - P305 + P351 + P338 + P310
Target Organs	Respiratory system
Personal Protective Equipment	dust mask type N95 (US),, Eyeshields,, Gloves,
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point F	Not applicable
Flash Point C	Not applicable

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(S)-VAPOL

Empirical Formula (Hill Notation):	C₄₀H₂₆O₂
CAS Number:	147702-15-6
Molecular Weight:	538.63
EC Number:	200-838-9
MDL number:	MFCD11617354
PubChem Substance ID:	24885273
NACRES:	NA.22

100 mg in clear glass bottle
500 mg in amber glass bottle

Application

VAPOL has proven to be an excellent ligand in catalytic asymmetric Diels-Alder, imine aldol, and aziridination reactions.

Параметры

Quality Level	100,
assay	97%
optical activity	[]20/D 128°, c = 1 in chloroform
mp	185-191 °C
SMILES string	Oc1c(c(cc2ccc3ccccc3c12)-c4ccccc4)-c5c(O)c6c(ccc7ccccc67)cc5-c8ccccc8
InChI	1S/C40H26O2/c41-39-35-29(21-19-27-15-7-9-17-31(27)35)23-33(25-11-3-1-4-12-25)37(39)38-34(26-13-5-2-6-14-26)24-30-22-20-28-16-8-10-18-32(28)36(30)40(38)42/h1-24,41-42H
InChI key	UFYXKDMLGBKHIC-UHFFFAOYSA-N

Safety Information

pictograms	GHS07,GHS08
signalword	Warning
hcodes	H315 - H319 - H351
pcodes	P201 - P302 + P352 - P305 + P351 + P338 - P308 + P313
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point F	Not applicable
Flash Point C	Not applicable

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(S)-VAPOL hydrogenphosphate

Empirical Formula (Hill Notation):	C₄₀H₂₅O₄P
CAS Number:	871130-17-5
Molecular Weight:	600.60
MDL number:	MFCD09265084
PubChem Substance ID:	329760854
NACRES:	NA.22

Benzoyloxylation of (aryl)oxindoles with benzoyl peroxide
Enantioselective synthesis of homoaldols and cyclic acetals via kinetic resoln of homoaldols
Desymmetrization of mono- and bicyclic N-acyl meso-aziridines by ring opening
Highly enantioselective addition of imides to imines to give aminals
Friedel-Crafts reaction of pyrroles with benzylidenebenzamides

Packaging

100 mg in clear glass bottle
500 mg in amber glass bottle

Параметры

optical activity	[]22/D +412°, c = 1 in chloroform
Quality Level	100,
mp	>400 °C
InChI	1S/C40H25O4P/c41-45(42)43-39-35-29(21-19-27-15-7-9-17-31(27)35)23-33(25-11-3-1-4-12-25)37(39)38-34(26-13-5-2-6-14-26)24-30-22-20-28-16-8-10-18-32(28)36(30)40(38)44-45/h1-24H,(H,41,42)
Inchi Key	YKIJNEDTUDPMNC-UHFFFAOYSA-N

Safety Information

Personal Protective Equipment	Eyeshields,, Gloves,, type N95 (US),
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point F	Not applicable
Flash Point C	Not applicable

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(S)-Xyl-SDP 700851-50MG

Empirical Formula (Hill Notation):	C₄₉H₅₀P₂
CAS Number:	528521-89-3
Molecular Weight:	700.87
MDL number:	MFCD08459343
PubChem Substance ID:	329762238
NACRES:	NA.22

Параметры

Quality Level	100,
optical activity	[]22/D 62.0°, c = 1 in chloroform
mp	>300 °C
storage temp.	20°C
SMILES string	Cc1cc(C)cc(c1)P(c2cc(C)cc(C)c2)c3cccc4CCC5(CCc6cccc(P(c7cc(C)cc(C)c7)c8cc(C)cc(C)c8)c56)c34
InChI	1S/C49H50P2/c1-31-19-32(2)24-41(23-31)50(42-25-33(3)20-34(4)26-42)45-13-9-11-39-15-17-49(47(39)45)18-16-40-12-10-14-46(48(40)49)51(43-27-35(5)21-36(6)28-43)44-29-37(7)22-38(8)30-44/h9-14,19-30H,15-18H2,1-8H3
InChI key	AZSBNBQMIMQOPG-UHFFFAOYSA-N

Safety Information

Personal Protective Equipment	Eyeshields,, Gloves,, type N95 (US),
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point F	Not applicable
Flash Point C	Not applicable

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(S)-[(RuCl(BINAP))2(-Cl)3][NH2Me2]

Empirical Formula (Hill Notation):	C₉₀H₇₂Cl₅NP₄Ru₂
Linear Formula:	(CH₃)₂NH₂+[C₈₈H₆₄Cl₅P₄Ru₂]−
CAS Number:	199541-17-8
Molecular Weight:	1670.84
MDL number:	MFCD09753033
PubChem Substance ID:	329761565

Takasago Ligands and Complexes for Asymmetric Reactions,

Packaging

100, 500 mg in glass bottle

Legal Information

Sold in collaboration with Takasago for research purposes only.

Параметры

Quality Level	100,
storage temp.	2-8°C
SMILES string	Cl.[Cl-].CNC.[Cl+]1[Ru-]2[Cl+][Ru-]1[Cl+]2.c3ccc(cc3)P(c4ccccc4)c5ccc6ccccc6c5-c7c(ccc8ccccc78)P(c9ccccc9)c%10ccccc%10.c%11ccc(cc%11)P(c%12ccccc%12)c%13ccc%14ccccc%14c%13-c%15c(ccc%16ccccc%15%16)P(c%17ccccc%17)c%18ccccc%18
InChI	1S/2C44H32P2.C2H7N.2ClH.3Cl.2Ru/c21-5-19-35(20-6-1)45(36-21-7-2-8-22-36)41-31-29-33-17-13-15-27-39(33)43(41)44-40-28-16-14-18-34(40)30-32-42(44)46(37-23-9-3-10-24-37)38-25-11-4-12-26-38;1-3-2;;;;;;;/h21-32H;3H,1-2H3;21H;;;;;/q;;;;;3+1;2*-1/p-1
InChI key	FRRCROPKBKLCMQ-UHFFFAOYSA-M

Safety Information

pictograms	GHS02
signalword	Warning
hcodes	H228
pcodes	P210
Personal Protective Equipment	Eyeshields,, Gloves,, type P1 (EN143) respirator filter,, type P3 (EN 143) respirator cartridges,
RIDADR	UN1325 - class 4.1 - PG 3 - Flammable solids, organic, n.o.s., HI: all
WGK Germany	WGK 3
Flash Point F	Not applicable
Flash Point C	Not applicable

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(S)-[(RuCl(H8-BINAP))2(-Cl)3][NH2Me2]

Empirical Formula (Hill Notation):	C₉₀H₈₈Cl₅NP₄Ru₂
Linear Formula:	(CH₃)₂NH₂+[C₈₈H₈₀Cl₅P₄Ru₂]-
CAS Number:	944451-12-1
Molecular Weight:	1686.97
MDL number:	MFCD09753036
PubChem Substance ID:	329761584
NACRES:	NA.22

50, 100 mg in amber glass bottle

Legal Information

Sold in collaboration with Takasago for research purposes only.

Параметры

storage temp.	2-8°C
Quality Level	100,
InChI	1S/2C44H40P2.C2H7N.2ClH.3Cl.2Ru/c21-5-19-35(20-6-1)45(36-21-7-2-8-22-36)41-31-29-33-17-13-15-27-39(33)43(41)44-40-28-16-14-18-34(40)30-32-42(44)46(37-23-9-3-10-24-37)38-25-11-4-12-26-38;1-3-2;;;;;;;/h21-12,19-26,29-32H,13-18,27-28H2;3H,1-2H3;21H;;;;;/q;;;;;3+1;2*-1/p-1
InChI key	BQQWMTMUAYPPMV-UHFFFAOYSA-M

Safety Information

RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point F	Not applicable
Flash Point C	Not applicable

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(S)-[(RuCl(SEGPHOS®))2(-Cl)3][NH2Me2]

Empirical Formula (Hill Notation):	C₇₈H₆₄Cl₅NO₈P₄Ru₂
Linear Formula:	(CH₃)₂NH₂+[C₇₆H₅₆Cl₅O₈P₄Ru₂]−
CAS Number:	488809-34-3
Molecular Weight:	1646.64
MDL number:	MFCD09753037
PubChem Substance ID:	329761568
NACRES:	NA.22

Takasago Ligands and Complexes for Asymmetric Reactions,

Packaging

50, 100 mg in amber glass bottle

Legal Information

Sold in collaboration with Takasago for research purposes only. JP Registration No. 3148136, 3549390
SEGPHOS is a registered trademark of Takasago Intl. Corp.

Параметры

storage temp.	2-8°C
Quality Level	100,
InChI	1S/2C38H28O4P2.C2H7N.2ClH.3Cl.2Ru/c21-5-13-27(14-6-1)43(28-15-7-2-8-16-28)33-23-21-31-37(41-25-39-31)35(33)36-34(24-22-32-38(36)42-26-40-32)44(29-17-9-3-10-18-29)30-19-11-4-12-20-30;1-3-2;;;;;;;/h21-24H,25-26H2;3H,1-2H3;21H;;;;;/q;;;;;3+1;2*-1/p-1
InChI key	RENFEASRVBXAEN-UHFFFAOYSA-M

Safety Information

RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point F	Not applicable
Flash Point C	Not applicable

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(S)-[(RuCl(T-BINAP))2(-Cl)3[NH2Me2]

Empirical Formula (Hill Notation):	C₉₈H₈₈Cl₅NP₄Ru₂
Linear Formula:	(CH3)₂NH₂+[C₉₆H₈₀Cl₅P₄Ru₂]-
CAS Number:	309735-86-2
Molecular Weight:	1783.05
MDL number:	MFCD09753034
PubChem Substance ID:	329761566
NACRES:	NA.22

Takasago Ligands and Complexes for Asymmetric Reactions,

Packaging

100, 500 mg in glass bottle

Legal Information

Sold in collaboration with Takasago for research purposes only.

Параметры

storage temp.	2-8°C
Quality Level	100,
InChI	1S/2C48H40P2.C2H7N.2ClH.3Cl.2Ru/c21-33-13-23-39(24-14-33)49(40-25-15-34(2)16-26-40)45-31-21-37-9-5-7-11-43(37)47(45)48-44-12-8-6-10-38(44)22-32-46(48)50(41-27-17-35(3)18-28-41)42-29-19-36(4)20-30-42;1-3-2;;;;;;;/h25-32H,1-4H3;3H,1-2H3;21H;;;;;/q;;;;;3+1;2*-1/p-1
InChI key	QGBBTZBFEYSGDQ-UHFFFAOYSA-M

Safety Information

pictograms	GHS02
signalword	Warning
hcodes	H228
pcodes	P210
Personal Protective Equipment	Eyeshields,, Gloves,, type P1 (EN143) respirator filter,, type P3 (EN 143) respirator cartridges,
RIDADR	UN1325 - class 4.1 - PG 3 - Flammable solids, organic, n.o.s., HI: all
WGK Germany	WGK 3
Flash Point F	Not applicable
Flash Point C	Not applicable

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(S)[(Sp)-2-(Diphenylphosphino)ferrocenyl]-4-isopropyloxazoline 717398-100MG

Empirical Formula (Hill Notation):	C₂₈H₂₈FeNOP
CAS Number:	163169-29-7
Molecular Weight:	481.35
MDL number:	MFCD15144869
PubChem Substance ID:	329763485
NACRES:	NA.22

Application

(S)[(Sp)-2-(Diphenylphosphino)ferrocenyl]-4-isopropyloxazoline can be used as a chiral ligand in the synthesis of rhodium, iridium, ruthenium, and osmium metal complexes.

Packaging

100 mg in clear glass bottle

Legal Information

Sold under license from Kanata Chemical Technologies Inc. for research purposes only.

Параметры

Quality Level	100,
assay	97%
optical activity	[]20/D 366°, c = 0.1 in chloroform
mp	158-162 °C
SMILES string	[Fe].[CH]1[CH][CH][CH][CH]1.CC(C)[C@H]2COC(=N2)[C]3[CH][CH][CH][C]3P(c4ccccc4)c5ccccc5
InChI	1S/C23H23NOP.C5H5.Fe/c1-17(2)21-16-25-23(24-21)20-14-9-15-22(20)26(18-10-5-3-6-11-18)19-12-7-4-8-13-19;1-2-4-5-3-1;/h3-15,17,21H,16H2,1-2H3;1-5H;/t21-;;/m1../s1
Inchi Key	FELCHLOAEMNOQM-GHVWMZMZSA-N

Safety Information

RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point F	Not applicable
Flash Point C	Not applicable

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(S,R)-(+)-(3,5-Dioxa-4-phosphacyclohepta[2,1-a:3,4-a]dinaphthalen-4-yl)-(1-phenylethyl)amine

Empirical Formula (Hill Notation):	C₂₈H₂₅NO₂P
CAS Number:	422509-53-3
Molecular Weight:	438.48
MDL number:	MFCD04117689
PubChem Substance ID:	24884731
NACRES:	NA.22

DSM MonoPhos Family of Highly Efficient Privileged Ligands,

Packaging

100 mg in clear glass bottle
500 mg in glass bottle

Legal Information

Sold under license from DSM for research purposes only.

Параметры

Quality Level	100,
assay	96%
mp	213-220 °C
SMILES string	C[C@@H](NP1Oc2ccc3ccccc3c2-c4c(O1)ccc5ccccc45)c6ccccc6
InChI	1S/C28H22NO2P/c1-19(20-9-3-2-4-10-20)29-32-30-25-17-15-21-11-5-7-13-23(21)27(25)28-24-14-8-6-12-22(24)16-18-26(28)31-32/h2-19,29H,1H3/t19-/m1/s1
Inchi Key	OXUOPBPAVLQNGC-LJQANCHMSA-N

Safety Information

Personal Protective Equipment	Eyeshields,, Gloves,, type N95 (US),
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point F	Not applicable
Flash Point C	Not applicable

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(S,R)-Noscapine

Empirical Formula (Hill Notation):	C₂₂H₂₃NO₇
CAS Number:	128-62-1
Molecular Weight:	413.42
EC Number:	204-899-2
MDL number:	MFCD00069316
PubChem Substance ID:	24862408
NACRES:	NA.22

(S,R)-Noscapine is a phthalideisoquinoline alkaloid found in opium. It is an antimicrotubule agent that also shows potent antitumor activity.

Application

Noscapine may be used as a source to synthesize its bromo-derivatives, which has higher tubulin binding activity when compared to noscapine. Its 3,4,5-trimethoxybenzyl analog is a potential antitumor agent.

Packaging

5 g in glass bottle

Other Notes

Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 363960.pdf , Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.,

Параметры

Quality Level	100,
assay	97%
optical activity	[]20/D 200°, c = 1 in chloroform
mp	174-176 °C (lit.)
SMILES string	COc1ccc2C(OC(=O)c2c1OC)C3N(C)CCc4cc5OCOc5c(OC)c34
InChI	1S/C22H23NO7/c1-23-8-7-11-9-14-20(29-10-28-14)21(27-4)15(11)17(23)18-12-5-6-13(25-2)19(26-3)16(12)22(24)30-18/h5-6,9,17-18H,7-8,10H2,1-4H3/t17-,18+/m1/s1
InChI key	AKNNEGZIBPJZJG-MSOLQXFVSA-N

Safety Information

pictograms	GHS07
signalword	Warning
hcodes	H302 - H336
pcodes	P301 + P312 + P330
Target Organs	Central nervous system
Personal Protective Equipment	dust mask type N95 (US),, Eyeshields,, Gloves,
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point F	Not applicable
Flash Point C	Not applicable

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(S,R,R)-(+)-(3,5-Dioxa-4-phosphacyclohepta[2,1-a:3,4-a]dinaphthalen-4-yl)bis(1-phenylethyl)amine

Empirical Formula (Hill Notation):	C₃₆H₃₀NO₂P
CAS Number:	497883-22-4
Molecular Weight:	539.60
MDL number:	MFCD08561138
PubChem Substance ID:	24884733
NACRES:	NA.22

DSM MonoPhos Family of Highly Efficient Privileged Ligands,
Chiral phosphoramidite ligand used in a highly enantioselective copper-catalyzed conjugate addition of diakylzincs to a variety of Michael acceptors. Also used in a palladium-catalyzed diethylzinc mediated umpolung allylation.

Packaging

2 g in glass bottle
100, 500 mg in glass insert

Features and Benefits

Advantages of the MonoPhos® ligands:

Superior enantiocontrol in numerous transformations
High activities at low catalyst loadings
Hydrogenations under low-pressure conditions

Legal Information

Sold under license from DSM for research purposes only.
MonoPhos is a registered trademark of DSM IP Assets B.V.

Параметры

Quality Level	100,
assay	95% (HPLC)
mp	102-103 °C
SMILES string	C[C@@H](N([C@H](C)c1ccccc1)P2Oc3ccc4ccccc4c3-c5c(O2)ccc6ccccc56)c7ccccc7
InChI	1S/C36H30NO2P/c1-25(27-13-5-3-6-14-27)37(26(2)28-15-7-4-8-16-28)40-38-33-23-21-29-17-9-11-19-31(29)35(33)36-32-20-12-10-18-30(32)22-24-34(36)39-40/h3-26H,1-2H3/t25-,26-/m1/s1
InChI key	LKZPDRCMCSBQFN-CLJLJLNGSA-N

Safety Information

Personal Protective Equipment	Eyeshields,, Gloves,, type N95 (US),
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point F	Not applicable
Flash Point C	Not applicable

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(S,S)-()-1,2-Di(1-naphthyl)-1,2-ethanediol 482846-250MG

Empirical Formula (Hill Notation):	C₂₂H₁₈O₂
Linear Formula:	[C₁₀H₇CH(OH)-]₂
CAS Number:	229184-99-0
Molecular Weight:	314.38
MDL number:	MFCD01863520
PubChem Substance ID:	24871848
NACRES:	NA.22

Application

(S, S)-(-)-1,2-Di(1-naphthyl)-1,2-ethanediol can be used as:

A ligand in the asymmetric sulfoxidation of dihydrothienopyrimidine.
A reactant for the preparation of (2S,2S)-[(1S,2S)-1,2-bis(naphthalen-1-yl)ethane-1,2-diyl] bis[2-(dimethylamino)propanoate], a chiral bisester ligand via condensation reaction with N,N-dimethylamino acid using aldol-Tishchenko condensation catalyst.
A reactant to synthesize diol-SnCl4 chiral Bronsted acid complex, which is employed as a catalyst in the allylboration of aldehydes.

Packaging

250 mg in amber glass bottle

Параметры

Quality Level	100,
assay	98%
optical activity	[]23/D 25°, c = 1 in chloroform
mp	149-151 °C (lit.)
SMILES string	O[C@H]([C@@H](O)c1cccc2ccccc12)c3cccc4ccccc34
InChI	1S/C22H18O2/c23-21(19-13-5-9-15-7-1-3-11-17(15)19)22(24)20-14-6-10-16-8-2-4-12-18(16)20/h1-14,21-24H/t21-,22-/m0/s1
InChI key	MNRCSHSTIWDUPJ-VXKWHMMOSA-N

Safety Information

pictograms	GHS07
signalword	Warning
hcodes	H315 - H319 - H335
pcodes	P302 + P352 - P305 + P351 + P338
Target Organs	Respiratory system
Personal Protective Equipment	dust mask type N95 (US),, Eyeshields,, Gloves,
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point F	Not applicable
Flash Point C	Not applicable

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(S,S)-()-2-Amino-1,2-diphenylethanol 671223-500MG

Empirical Formula (Hill Notation):	C₁₄H₁₅NO
Linear Formula:	C₆H₅CH(NH₂)CH(C₆H₅)OH
CAS Number:	23190-17-2
Molecular Weight:	213.28
Beilstein/REAXYS Number:	2806217
MDL number:	MFCD03093886
PubChem Substance ID:	329760412
NACRES:	NA.22

Параметры

Quality Level	100,
assay	99.5% (HPLC)
optical activity	[]/D -124±3°, c = 0.87 in ethanol
optical purity	enantiomeric excess: 99.0% (HPLC)
mp	116-119 °C
storage temp.	2-8°C
SMILES string	N[C@H]([C@@H](O)c1ccccc1)c2ccccc2
InChI	1S/C14H15NO/c15-13(11-7-3-1-4-8-11)14(16)12-9-5-2-6-10-12/h1-10,13-14,16H,15H2/t13-,14-/m0/s1
InChI key	GEJJWYZZKKKSEV-KBPBESRZSA-N

Safety Information

pictograms	GHS07
signalword	Warning
hcodes	H302
Personal Protective Equipment	dust mask type N95 (US),, Eyeshields,, Gloves,
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point F	Not applicable
Flash Point C	Not applicable

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(S,S)-()-Hydrobenzoin

Empirical Formula (Hill Notation):	C₁₄H₁₄O₂
Linear Formula:	C₆H₅CH(OH)CH(OH)C₆H₅
CAS Number:	2325-10-2
Molecular Weight:	214.26
Beilstein/REAXYS Number:	2330888
MDL number:	MFCD00064255
PubChem Substance ID:	24855513
NACRES:	NA.22

(S,S)-(-)-Hydrobenzoin may also be used to prepare (1S,2S,1S)- and (1S,2S,1R)-2-(cyclohex-2-enyloxy)-1,2-diphenylethanol, which are intermediates to prepare enantiopure cyclohexitols. The (S,S)-(-)-hydrobenzoin/Ca complex may be used to catalyze the direct asymmetric aldol reaction of acetophenone and pivalaldehyde to form (R)-3-hydroxy-4,4-dimethyl-1-phenylpentan-1-one.
C2 symmetric chiral diol with versatile applications as a chiral auxiliary, building block, and chiral ligand.

Packaging

5, 25 g in glass bottle

Other Notes

Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 256269.pdf , Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.,

Параметры

assay	99%
optical activity	[]24/D 94°, c = 2.5 in ethanol
optical purity	ee: 99% (GLC)
mp	148-150 °C (lit.)
SMILES string	O[C@H]([C@@H](O)c1ccccc1)c2ccccc2
InChI	1S/C14H14O2/c15-13(11-7-3-1-4-8-11)14(16)12-9-5-2-6-10-12/h1-10,13-16H/t13-,14-/m0/s1
InChI key	IHPDTPWNFBQHEB-KBPBESRZSA-N

Safety Information

Personal Protective Equipment	Eyeshields,, Gloves,, type N95 (US),
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point F	Not applicable
Flash Point C	Not applicable

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(S,S)-(+)-2,6-Bis[2-(hydroxydiphenylmethyl)-1-pyrrolidinyl-methyl]-4-methylphenol

Empirical Formula (Hill Notation):	C₄₃H₄₆N₂O₃
Molecular Weight:	638.84
MDL number:	MFCD08276890
PubChem Substance ID:	24884980
NACRES:	NA.22

1, 5 g in glass bottle

Application

A useful catalyst in asymmetric aldol, Henry, and Mannich-type reactions.

Параметры

Quality Level	400,
assay	95%
optical activity	[]/D +50°, c = 1 in chloroform
impurities	6% dichloromethane and/or diethylether
mp	93-102 °C
SMILES string	Cc1cc(CN2CCC[C@H]2C(O)(c3ccccc3)c4ccccc4)c(O)c(CN5CCC[C@H]5C(O)(c6ccccc6)c7ccccc7)c1
InChI	1S/C43H46N2O3/c1-32-28-33(30-44-26-14-24-39(44)42(47,35-16-6-2-7-17-35)36-18-8-3-9-19-36)41(46)34(29-32)31-45-27-15-25-40(45)43(48,37-20-10-4-11-21-37)38-22-12-5-13-23-38/h2-13,16-23,28-29,39-40,46-48H,14-15,24-27,30-31H2,1H3/t39-,40-/m0/s1
InChI key	NEOVWBNAXIBNRT-ZAQUEYBZSA-N

Safety Information

pictograms	GHS07,GHS08
signalword	Warning
hcodes	H302 + H312 - H315 - H319 - H351
pcodes	P202 - P280 - P301 + P312 - P302 + P352 + P312 - P305 + P351 + P338 - P308 + P313
Supp Hazards	EUH019
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point F	Not applicable
Flash Point C	Not applicable

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(S,S)-(+)-N,N-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine

Empirical Formula (Hill Notation):	C₃₆H₅₄N₂O₂
Linear Formula:	[[(CH₃)₃C]₂C₆H₂-2-(OH)CH=N]₂C₆H₁₀
CAS Number:	135616-36-3
Molecular Weight:	546.83
Beilstein/REAXYS Number:	5464823
MDL number:	MFCD00191801
PubChem Substance ID:	24865245
NACRES:	NA.22

(S,S)-(+)-N,N-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine is a chiral salen-type ligand used for preparing Jacobsens catalyst suitable for enantioselective epoxidation of olefins lacking functional groups.

Packaging

1, 5 g in glass bottle

Legal Information

Licensed through Research Corporation Technologies

Параметры

Quality Level	100,
assay	98%
optical activity	[]20/D +315 to 15°, c = 1 in methylene chloride
mp	203-206 °C (lit.)
SMILES string	CC(C)(C)c1cc(\C=N\[C@H]2CCCC[C@@H]2\N=C\c3cc(cc(c3O)C(C)(C)C)C(C)(C)C)c(O)c(c1)C(C)(C)C
InChI	1S/C36H54N2O2/c1-33(2,3)25-17-23(31(39)27(19-25)35(7,8)9)21-37-29-15-13-14-16-30(29)38-22-24-18-26(34(4,5)6)20-28(32(24)40)36(10,11)12/h17-22,29-30,39-40H,13-16H2,1-12H3/b37-21+,38-22+/t29-,30-/m0/s1
Inchi Key	FYNXDGNCEBQLGC-GTHUDTLPSA-N

Safety Information

pictograms	GHS07
signalword	Warning
hcodes	H315 - H319 - H335
pcodes	P302 + P352 - P305 + P351 + P338
Target Organs	Respiratory system
Personal Protective Equipment	dust mask type N95 (US),, Eyeshields,, Gloves,
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point F	Not applicable
Flash Point C	Not applicable

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(S,S)-(+)-N,N-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediaminocobalt(II)

Empirical Formula (Hill Notation):	C₃₆H₅₂CoN₂O₂
Linear Formula:	[[[(CH₃)₃C]₂C₆H₂-2-(O-)CH=N]₂C₆H₁₀]Co
CAS Number:	188264-84-8
Molecular Weight:	603.74
MDL number:	MFCD01631278
PubChem Substance ID:	24871025
NACRES:	NA.22

(S,S)-(+)-N,N-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediaminocobalt(II) may be used as a catalyst for the Jacobsens hydrolytic kinetic resolution of racemic epoxides, which is a key step during the multi-step synthesis of (+)-patulolide C, macrosphelides(I and G), (-)-(3S,6R)-3,6-dihydroxy-10-methylundecanoic acid, dodoneine, epidodoneine and protein kinase C epsilon (PKCe) inhibitors.
Catalyst for the hydrolytic kinetic resolution of terminal epoxides and the enantioselective ring opening of meso epoxides.

Packaging

1, 5, 25 g in glass bottle

Legal Information

Sold under license from Sterling Pharma Solutions Limited.

Параметры

Quality Level	200,
mp	>350 °C (lit.)
SMILES string	CC(C)(C)c1cc2C=[N@@H]3[C@H]4CCCC[C@@H]4[N@H]5=Cc6cc(cc(c6O[Co]35Oc2c(c1)C(C)(C)C)C(C)(C)C)C(C)(C)C
InChI	1S/C36H54N2O2.Co/c1-33(2,3)25-17-23(31(39)27(19-25)35(7,8)9)21-37-29-15-13-14-16-30(29)38-22-24-18-26(34(4,5)6)20-28(32(24)40)36(10,11)12;/h17-22,29-30,39-40H,13-16H2,1-12H3;/q;+2/p-2/b37-21+,38-22+;/t29-,30-;/m0./s1
Inchi Key	ZFWPDJKMASHRPT-IKKUFEJKSA-L

Safety Information

Personal Protective Equipment	dust mask type N95 (US),, Eyeshields,, Gloves,
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point F	Not applicable
Flash Point C	Not applicable

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(S,S)-(+)-N,N-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediaminomanganese(III) chloride

Empirical Formula (Hill Notation):	C₃₆H₅₂ClMnN₂O₂
Linear Formula:	[[[(CH₃)₃C]₂C₆H₂-2-(O-)CH=N]₂C₆H₁₀]MnCl
CAS Number:	135620-04-1
Molecular Weight:	635.20
MDL number:	MFCD02101663
PubChem Substance ID:	24865247
NACRES:	NA.22

(S,S)-(+)-N,N-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediaminomanganese(III) chloride is a metal-salen complex that can catalyze a variety of asymmetric transformations.

Application

Reactant involved in:

Studies of intercalative binding with ct-DNA and radical scavenging antioxidant activity
Immobilization on phenoxy-modified zirconium poly(styrenephenylvinylphosphonate)
Synthesis of derivatvies for studies of conformational models of enantioselective reactions

Catalyst involved in:

Asymmetric epoxidation of olefins
Immobilization on ionic liquid modified mesoporous silica for oxidative kinetic resolution of racemic secondary alcohols†
Immobilization on diamine modified zirconium olig-styrenyl phosphonate hydrogen phosphate for epoxidation of styrene

Salen (Mn)-catalyzed asymmetric epoxidation of unfunctionalized olefins. High enantioselectivities and yields are obtained for a variety of substrates, especially cis-alkenes. A few applications include the synthesis of the taxol side chain and cis-1-amino-2-indanol. Jacobsens catalyst has also been used in the asymmetric -hydroxylation of silyl enol ethers. Catalyst for the enantioselective epoxidation of a variety of olefins.

Packaging

1, 5, 25 g in glass bottle

Legal Information

Manufactured under license by Sterling Pharma Solutions Limited, using Jacobsen HKR technology.

Параметры

Quality Level	200,
mp	330-332 °C (lit.)
SMILES string	CC(C)(C)c1cc2C=[N@@H]3[C@H]4CCCC[C@@H]4[N@H]5=Cc6cc(cc(c6O[Mn]35(Cl)Oc2c(c1)C(C)(C)C)C(C)(C)C)C(C)(C)C
InChI	1S/C36H54N2O2.ClH.Mn/c1-33(2,3)25-17-23(31(39)27(19-25)35(7,8)9)21-37-29-15-13-14-16-30(29)38-22-24-18-26(34(4,5)6)20-28(32(24)40)36(10,11)12;;/h17-22,29-30,39-40H,13-16H2,1-12H3;1H;/q;;+3/p-3/b37-21+,38-22+;;/t29-,30-;;/m0../s1
Inchi Key	LJVAWOSDJSQANR-RUIQGICGSA-K

Safety Information

pictograms	GHS07
signalword	Warning
hcodes	H315 - H319 - H335
pcodes	P302 + P352 - P305 + P351 + P338
Target Organs	Respiratory system
Personal Protective Equipment	dust mask type N95 (US),, Eyeshields,, Gloves,
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point F	Not applicable
Flash Point C	Not applicable

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(S,S)-(+)-N,N-Dimethyl-1,2-cyclohexanediamine 669660-1G

Empirical Formula (Hill Notation):	C₈H₁₈N₂
CAS Number:	87583-89-9
Molecular Weight:	142.24
Beilstein/REAXYS Number:	4304824
MDL number:	MFCD00671528
PubChem Substance ID:	329760345
NACRES:	NA.22

Application

(S,S)-(+)-N,N-Dimethyl-1,2-cyclohexanediamine can be used:

To synthesize derivatives of -diazophosphonic acid, which are employed in O-H and N-H insertion reactions.
As a starting material for the synthesis of -chloro--alkylphosphonic acids.
To prepare C2 symmetrical diamine enantiomers of C60 with chirospectrosopic properties.

Packaging

1 g in glass bottle

Параметры

Quality Level	300,
assay	97.0% (GC)
optical activity	[]/D +145±5°, c = 4.47 in chloroform
mp	39-44 °C
storage temp.	2-8°C
SMILES string	CN[C@H]1CCCC[C@@H]1NC
InChI	1S/C8H18N2/c1-9-7-5-3-4-6-8(7)10-2/h7-10H,3-6H2,1-2H3/t7-,8-/m0/s1
InChI key	JRHPOFJADXHYBR-YUMQZZPRSA-N

Safety Information

pictograms	GHS05,GHS07
signalword	Danger
hcodes	H302 - H314
pcodes	P260 - P280 - P301 + P312 + P330 - P301 + P330 + P331 - P303 + P361 + P353 - P305 + P351 + P338
Personal Protective Equipment	Eyeshields,, Faceshields,, Gloves,, type P1 (EN143) respirator filter,, type P3 (EN 143) respirator cartridges,
RIDADR	UN 3259PSN2 8 / PGII
WGK Germany	WGK 3
Flash Point F	165.2 °F - closed cup
Flash Point C	74 °C - closed cup

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(S,S)-1-Naphthyl-DIPAMP

Empirical Formula (Hill Notation):	C₃₄H₂₈P₂
Molecular Weight:	498.53
MDL number:	MFCD12198318
PubChem Substance ID:	329761952

Quality Level	100,
assay	95%
optical activity	[]22/D 19.0, c = 1 in chloroform
mp	140-144 °C
SMILES string	C(CP(c1ccccc1)c2cccc3ccccc23)P(c4ccccc4)c5cccc6ccccc56
InChI	1S/C34H28P2/c1-3-17-29(18-4-1)35(33-23-11-15-27-13-7-9-21-31(27)33)25-26-36(30-19-5-2-6-20-30)34-24-12-16-28-14-8-10-22-32(28)34/h1-24H,25-26H2/t35-,36-/m0/s1
InChI key	AJLHFWYWUUCAAX-ZPGRZCPFSA-N

Safety Information

Personal Protective Equipment	Eyeshields,, Gloves,, type N95 (US),
RIDADR	NONH for all modes of transport
WGK Germany	3

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(S,S)-2,2-Bipyrrolidine D-tartrate trihydrate

Empirical Formula (Hill Notation):	C₈H₁₆N₂ · C₄H₆O₆ · 3H₂O
CAS Number:	136937-03-6
Molecular Weight:	344.36
Beilstein/REAXYS Number:	5387052
MDL number:	MFCD11656042
PubChem Substance ID:	329761189

Quality Level	100,
assay	98.5% (sum of enantiomers, GC), 99%
optical purity	ee: 99.5% (GC)
mp	117-118 °C (dec.) (lit.)
SMILES string	O.O.O.O[C@@H]([C@H](O)C(O)=O)C(O)=O.C1CNC(C1)C2CCCN2
InChI	1S/C8H16N2.C4H6O6.3H2O/c1-3-7(9-5-1)8-4-2-6-10-8;5-1(3(7)8)2(6)4(9)10;;;/h7-10H,1-6H2;1-2,5-6H,(H,7,8)(H,9,10);3*1H2/t7-,8-;1-,2-;;;/m00.../s1
Inchi Key	XWLGYXKNZXAYBR-KVNOGXSSSA-N

Safety Information

pictograms	GHS07
signalword	Warning
hcodes	H315 - H319
pcodes	P302 + P352 - P305 + P351 + P338
Personal Protective Equipment	dust mask type N95 (US),, Eyeshields,, Gloves,
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point F	Not applicable
Flash Point C	Not applicable

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(S,S)-2,3-Bis(tert-butylmethylphosphino)quinoxaline 694215-100MG

Empirical Formula (Hill Notation):	C₁₈H₂₈N₂P₂
CAS Number:	1107608-80-9
Molecular Weight:	334.38
MDL number:	MFCD10567042
PubChem Substance ID:	329761244
NACRES:	NA.22

Packaging

100 mg in glass bottle

Legal Information

QuinoxP is a registered trademark of Nippon Chemical Industry Co., Ltd.

Параметры

optical activity	[]22/D +55°, c = 1 in chloroform
Quality Level	100,
mp	100-105 °C
SMILES string	CP(c1nc2ccccc2nc1P(C)C(C)(C)C)C(C)(C)C
InChI	1S/C18H28N2P2/c1-17(2,3)21(7)15-16(22(8)18(4,5)6)20-14-12-10-9-11-13(14)19-15/h9-12H,1-8H3/t21-,22-/m1/s1
Inchi Key	DRZBLHZZDMCPGX-FGZHOGPDSA-N

Safety Information

pictograms	GHS07
signalword	Warning
hcodes	H302 - H315 - H319 - H335 - H413
pcodes	P273 - P301 + P312 + P330 - P302 + P352 - P305 + P351 + P338
Target Organs	Respiratory system
Personal Protective Equipment	dust mask type N95 (US),, Eyeshields,, Gloves,
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point F	Not applicable
Flash Point C	Not applicable

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(S,S)-DACH-naphthyl Trost Ligand

Empirical Formula (Hill Notation):	C₅₂H₄₄N₂O₂P₂
CAS Number:	205495-66-5
Molecular Weight:	790.87
MDL number:	MFCD02684552
PubChem Substance ID:	329761527
NACRES:	NA.22

Trost Ligands for Asymmetric Allylic Alkylation,
Asymmetric allylic alkylation ligand.

Packaging

1 g in glass bottle
250 mg in amber glass bottle

Legal Information

Sold in collaboration with Dr. Reddy′s Laboratories for research purposes only.

Параметры

Quality Level	100,
assay	95%
optical activity	[]20/D -66.0°, c = 1 in methanol
mp	232-237 °C
SMILES string	O=C(N[C@H]1CCCC[C@@H]1NC(=O)c2c(ccc3ccccc23)P(c4ccccc4)c5ccccc5)c6c(ccc7ccccc67)P(c8ccccc8)c9ccccc9
InChI	1S/C52H44N2O2P2/c55-51(49-43-29-15-13-19-37(43)33-35-47(49)57(39-21-5-1-6-22-39)40-23-7-2-8-24-40)53-45-31-17-18-32-46(45)54-52(56)50-44-30-16-14-20-38(44)34-36-48(50)58(41-25-9-3-10-26-41)42-27-11-4-12-28-42/h1-16,19-30,33-36,45-46H,17-18,31-32H2,(H,53,55)(H,54,56)/t45-,46-/m0/s1
Inchi Key	VXFKMKXTPXVEMU-ZYBCLOSLSA-N

Safety Information

RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point F	Not applicable
Flash Point C	Not applicable

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(S,S)-DACH-phenyl Trost ligand

Empirical Formula (Hill Notation):	C₄₄H₄₀N₂O₂P₂
CAS Number:	169689-05-8
Molecular Weight:	690.75
MDL number:	MFCD01631274
PubChem Substance ID:	329761528

Trost Ligands for Asymmetric Allylic Alkylation,
Asymmetric allylic alkylation ligand.

Packaging

1 g in glass bottle
250 mg in glass bottle
Bottomless glass bottle. Contents are inside inserted fused cone.

Legal Information

Sold in collaboration with Dr. Reddy′s Laboratories for research purposes only.

Параметры

Quality Level	100,
assay	95%
optical activity	[]20/D -134°, c = 1 in methanol
mp	136-142 °C
SMILES string	O=C(N[C@H]1CCCC[C@@H]1NC(=O)c2ccccc2P(c3ccccc3)c4ccccc4)c5ccccc5P(c6ccccc6)c7ccccc7
InChI	1S/C44H40N2O2P2/c47-43(37-27-13-17-31-41(37)49(33-19-5-1-6-20-33)34-21-7-2-8-22-34)45-39-29-15-16-30-40(39)46-44(48)38-28-14-18-32-42(38)50(35-23-9-3-10-24-35)36-25-11-4-12-26-36/h1-14,17-28,31-32,39-40H,15-16,29-30H2,(H,45,47)(H,46,48)/t39-,40-/m0/s1
Inchi Key	AXMSEDAJMGFTLR-ZAQUEYBZSA-N

Safety Information

Personal Protective Equipment	Eyeshields,, Gloves,, type N95 (US),
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point F	Not applicable
Flash Point C	Not applicable

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(S,S)-DIPAMP

Empirical Formula (Hill Notation):	C₂₈H₂₈O₂P₂
Linear Formula:	[CH₃OC₆H₄P(C₆H₅)CH₂]₂
CAS Number:	97858-62-3
Molecular Weight:	458.47
MDL number:	MFCD05863547
PubChem Substance ID:	329761950

Quality Level	100,
assay	95%
optical activity	[]22/D +82, c = 1 in chloroform
mp	101-105 °C (lit.)
SMILES string	COc1ccccc1P(CCP(c2ccccc2)c3ccccc3OC)c4ccccc4
InChI	1S/C28H28O2P2/c1-29-25-17-9-11-19-27(25)31(23-13-5-3-6-14-23)21-22-32(24-15-7-4-8-16-24)28-20-12-10-18-26(28)30-2/h3-20H,21-22H2,1-2H3/t31-,32-/m0/s1
Inchi Key	QKZWXPLBVCKXNQ-ACHIHNKUSA-N

Safety Information

Personal Protective Equipment	Eyeshields,, Gloves,, type N95 (US),
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point F	Not applicable
Flash Point C	Not applicable

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(S,S)-N,N-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediaminoaluminum chloride

Empirical Formula (Hill Notation):	C₃₆H₅₂AlClN₂O₂
CAS Number:	307926-51-8
Molecular Weight:	607.24
MDL number:	MFCD02684548
PubChem Substance ID:	24877851
NACRES:	NA.22

(S,S)-N,N-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediaminoaluminum chloride can be used as a chiral catalyst:

In the preparation of substituted hydroxyalkyl aminooxazole derivatives by reacting isocyanides with aldehydes.
In the cyanation of ,-unsaturated imides to yield saturated imides.

Packaging

1 g in glass bottle

Legal Information

Sold under license from Sterling Pharma Solutions Limited.

Параметры

Quality Level	100,
mp	>350 °C (lit.)
SMILES string	CC(C)(C)c1cc2\C=N\[C@H]3CCCC[C@@H]3\N=C\c4cc(cc(c4O[Al](Cl)Oc2c(c1)C(C)(C)C)C(C)(C)C)C(C)(C)C
InChI	1S/C36H54N2O2.Al.ClH/c1-33(2,3)25-17-23(31(39)27(19-25)35(7,8)9)21-37-29-15-13-14-16-30(29)38-22-24-18-26(34(4,5)6)20-28(32(24)40)36(10,11)12;;/h17-22,29-30,39-40H,13-16H2,1-12H3;;1H/q;+3;/p-3/b37-21+,38-22+;;/t29-,30-;;/m0../s1
Inchi Key	KGVBCKDZFMLRMA-RUIQGICGSA-K

Safety Information

pictograms	GHS07
signalword	Warning
hcodes	H302 + H312 + H332
pcodes	P280 - P301 + P312 + P330 - P302 + P352 + P312 - P304 + P340 + P312
Personal Protective Equipment	dust mask type N95 (US),, Eyeshields,, Gloves,
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point F	Not applicable
Flash Point C	Not applicable

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(S,S,S)-(+)-(3,5-Dioxa-4-phosphacyclohepta[2,1-a:3,4-a]dinaphthalen-4-yl)bis(1-phenylethyl)amine

Empirical Formula (Hill Notation):	C₃₆H₃₀NO₂P
CAS Number:	380230-02-4
Molecular Weight:	539.60
MDL number:	MFCD04117688
PubChem Substance ID:	24884726
NACRES:	NA.22

The product may be used as a ligand in:

Iridium-catalyzed allylic etherification of acyclic, achiral allylic carbonates with potassium silanolates to form chiral allylic alcohols.
Palladium-catalyzed asymmetric allylic cyclisation of N-tosyl and N-benzyl carbonates to form the corresponding pyrrolidine and piperidine derivatives, respectively.
Intramolecular iridium-catalyzed allylic cyclizationof (E)-allylic methyl carbonates to form 2,5-trans/cis pyrrolidine derivatives.

Chiral phosphoramidite ligand used in a highly enantioselective copper-catalyzed conjugate addition of diakylzincs to a variety of Michael acceptors. Also used in a palladium-catalyzed diethylzinc mediated umpolung allylation.
DSM MonoPhos Family of Highly Efficient Privileged Ligands,

Packaging

2 g in glass bottle
100, 500 mg in glass insert

Features and Benefits

Advantages of the MonoPhos® ligands:

Superior enantiocontrol in numerous transformations
High activities at low catalyst loadings
Hydrogenations under low-pressure conditions

Legal Information

Sold under license from DSM for research purposes only.
MonoPhos is a registered trademark of DSM IP Assets B.V.

Параметры

Quality Level	100,
assay	97%
mp	88-89 °C
SMILES string	C[C@H](N([C@@H](C)c1ccccc1)P2Oc3ccc4ccccc4c3-c5c(O2)ccc6ccccc56)c7ccccc7
InChI	1S/C36H30NO2P/c1-25(27-13-5-3-6-14-27)37(26(2)28-15-7-4-8-16-28)40-38-33-23-21-29-17-9-11-19-31(29)35(33)36-32-20-12-10-18-30(32)22-24-34(36)39-40/h3-26H,1-2H3/t25-,26-/m0/s1
InChI key	LKZPDRCMCSBQFN-UIOOFZCWSA-N

Safety Information

Personal Protective Equipment	Eyeshields,, Gloves,, type N95 (US),
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point F	Not applicable
Flash Point C	Not applicable

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(S,S,S)-DiazaPhos-PPE

Empirical Formula (Hill Notation):	C₄₆H₃₉N₄O₄P
CAS Number:	615538-63-1
Molecular Weight:	742.80
PubChem Substance ID:	329760955

Diazaphospholane Ligands for Catalytic Asymmetric Transformations,
Diazaphospholane ligands display excellent levels of conversion and selectivity in Rh-catalyzed asymmetric hydroformylation reactions.

Packaging

100 mg in clear glass bottle
500 mg in amber glass bottle

Legal Information

Product is sold for R&D purpose only and use by end user in the manufacture of products of commerce is not permitted. Product is sold in association with DowpharmaSM a business unit of The Dow Chemical Company. U.S. Pat. 7,071,357B.

Параметры

optical activity	[]20/D -27°, c = 1 in chloroform
mp	134-159 °C
SMILES string	C[C@H](NC(=O)c1ccccc1[C@H]2N3N([C@H](P2c4ccccc4)c5ccccc5C(=O)N[C@@H](C)c6ccccc6)C(=O)c7ccccc7C3=O)c8ccccc8
InChI	1S/C46H39N4O4P/c1-30(32-18-6-3-7-19-32)47-41(51)35-24-12-16-28-39(35)45-49-43(53)37-26-14-15-27-38(37)44(54)50(49)46(55(45)34-22-10-5-11-23-34)40-29-17-13-25-36(40)42(52)48-31(2)33-20-8-4-9-21-33/h3-31,45-46H,1-2H3,(H,47,51)(H,48,52)/t30-,31-,45-,46?,55?/m0/s1
Inchi Key	XLHCPIVFAWUOET-OQGDIVOVSA-N

Safety Information

RIDADR	NONH for all modes of transport
WGK Germany	3

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(S,S,S)-SPIRAP 905305-50MG

Empirical Formula (Hill Notation):	C₄₃H₃₈O₂P₂
Molecular Weight:	648.71

Application

(S,S,S)-SPIRAP is a chiral C2-symmetric spiroketal-containing ligand developed in the Nagorny lab for asymmetric catalysis. It can be used in variety of stereoselective transformations, including: Ir-catalyzed hydroarylation, Pd-catalyzed allylic alkylation, Pd-catalyzed Heck couplings, and Rh-catalyzed hydrogenation.

Other Notes

Design, Synthesis, and Application of Chiral C2-Symmetric Spiroketal-Containing Ligands in Transition-Metal Catalysis,

Параметры

assay	95%
form	powder or crystals
reaction suitability	reaction type: Asymmetric synthesis
mp	226-228 °C
SMILES string	CC[C@H](O1)C2=C([C@@]1(O[C@@H]3CC)C4=C3C=CC=C4P(C5=CC=CC=C5)C6=CC=CC=C6)C(P(C7=CC=CC=C7)C8=CC=CC=C8)=CC=C2

Safety Information

WGK Germany	WGK 3
Flash Point F	Not applicable
Flash Point C	Not applicable

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(SP)-1-Dicyclohexylphosphino-2-[(S)--(dimethylamino)-2-(dicyclohexylphosphino)benzyl]ferrocene

Empirical Formula (Hill Notation):	C₄₃H₆₃FeNP₂
CAS Number:	914089-00-2
Molecular Weight:	711.76
MDL number:	MFCD04117706
PubChem Substance ID:	24846078

sold in collaboration with Solvias AG

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Параметры

assay	97%
optical purity	ee: 99%
SMILES string	[Fe].[CH]1[CH][CH][CH][CH]1.CN(C)[C@H]([C]2[CH][CH][CH][C]2P(C3CCCCC3)C4CCCCC4)c5ccccc5P(C6CCCCC6)C7CCCCC7
InChI	1S/C38H58NP2.C5H5.Fe/c1-39(2)38(35-27-17-29-37(35)41(32-22-11-5-12-23-32)33-24-13-6-14-25-33)34-26-15-16-28-36(34)40(30-18-7-3-8-19-30)31-20-9-4-10-21-31;1-2-4-5-3-1;/h15-17,26-33,38H,3-14,18-25H2,1-2H3;1-5H;/t38-;;/m0../s1
Inchi Key	DOWXTPVXDDGHHG-ZCLNGFLVSA-N

Safety Information

Personal Protective Equipment	Eyeshields,, Gloves,, type N95 (US),
RIDADR	NONH for all modes of transport
WGK Germany	3

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(SP)-1-[(S)--(Dimethylamino)-2-(diphenylphosphino)benzyl]-2-diphenylphosphinoferrocene

Empirical Formula (Hill Notation):	C₄₃H₃₉FeNP₂
CAS Number:	850444-36-9
Molecular Weight:	687.57
MDL number:	MFCD04117709
PubChem Substance ID:	24886572
NACRES:	NA.22

sold in collaboration with Solvias AG

Packaging

1, 5 g in glass bottle
100, 500 mg in glass bottle
Bottomless glass bottle. Contents are inside inserted fused cone.

Параметры

Quality Level	100,
assay	97%
optical purity	ee: 99%
storage temp.	2-8°C
SMILES string	[Fe].[CH]1[CH][CH][CH][CH]1.CN(C)[C@H]([C]2[CH][CH][CH][C]2P(c3ccccc3)c4ccccc4)c5ccccc5P(c6ccccc6)c7ccccc7
InChI	1S/C38H34NP2.C5H5.Fe/c1-39(2)38(35-27-17-29-37(35)41(32-22-11-5-12-23-32)33-24-13-6-14-25-33)34-26-15-16-28-36(34)40(30-18-7-3-8-19-30)31-20-9-4-10-21-31;1-2-4-5-3-1;/h3-29,38H,1-2H3;1-5H;/t38-;;/m0../s1
Inchi Key	DEHRMLQYTSYVBC-ZCLNGFLVSA-N

Safety Information

Personal Protective Equipment	Eyeshields,, Gloves,, type N95 (US),
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point F	Not applicable
Flash Point C	Not applicable

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(SP,SP)-1,1-Bis[bis(4-methoxy-3,5-dimethylphenyl)phosphino]-2,2-bis[(R)--(dimethylamino)benzyl]ferrocene

Empirical Formula (Hill Notation):	C₆₄H₇₄FeN₂O₄P₂
CAS Number:	494227-37-1
Molecular Weight:	1053.08
MDL number:	MFCD04117704
PubChem Substance ID:	24886565
NACRES:	NA.22

Mandyphos SL-M004-1is a chiral ferrocenyl based diphosphine ligand belonging to the Mandyphos family.

Application

Itmay be used as a chiral ligand in the rhodium complex-catalyzed hydrogenation reaction, a key step during the synthesis of argatroban.

Packaging

1, 5 g in glass bottle
100, 500 mg in glass bottle
Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

sold in collaboration with Solvias AG

Параметры

Quality Level	100,
assay	97%
optical purity	ee: 99%
SMILES string	[Fe].COc1c(C)cc(cc1C)P([C]2[CH][CH][CH][C]2[C@H](N(C)C)c3ccccc3)c4cc(C)c(OC)c(C)c4.COc5c(C)cc(cc5C)P([C]6[CH][CH][CH][C]6[C@H](N(C)C)c7ccccc7)c8cc(C)c(OC)c(C)c8
InChI	1S/2C32H37NO2P.Fe/c21-21-17-26(18-22(2)31(21)34-7)36(27-19-23(3)32(35-8)24(4)20-27)29-16-12-15-28(29)30(33(5)6)25-13-10-9-11-14-25;/h29-20,30H,1-8H3;/t2*30-;/m11./s1
Inchi Key	HEJIDMKBSDYNOY-LJXMUBMNSA-N

Safety Information

Personal Protective Equipment	Eyeshields,, Gloves,, type N95 (US),
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point F	Not applicable
Flash Point C	Not applicable