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Safety Information

474606

Sigma-Aldrich

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

Synonym(s):

(S,S)-Co(salen), (S,S)-Jacobsen HKR catalyst

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About This Item

Linear Formula:
[[[(CH3)3C]2C6H2-2-(O-)CH=N]2C6H10]Co
CAS Number:
188264-84-8
Molecular Weight:
603.74
MDL number:
MFCD01631278
UNSPSC Code:
12352001
PubChem Substance ID:
24871025
NACRES:
NA.22

mp

>350 °C (lit.)

Quality Level

200

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

Related Categories

Application

(S,S)-(+)-N,N′-Bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediaminocobalt(II) may be used as a catalyst for the Jacobsen′s 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.

Legal Information

Sold under license from Sterling Pharma Solutions Limited.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

PRTR

Class I Designated Chemical Substances

ISHL Indicated Name

Substances Subject to be Indicated Names

ISHL Notified Names

Substances Subject to be Notified Names

JAN Code

474606-25G:4548173942230
474606-BULK:
474606-1G:4548173942223
474606-5G:4548173942247
474606-VAR:

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Certificates of Analysis (COA)

Lot/Batch Number
BCBV0526
BCBL7635V
BCBJ1419V
BCBF3542V
BCBD2545V

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Strategies for the modulation of phase II metabolism in a series of PKCe inhibitors.
Clemens JJ, et al.
Bioorganic & Medicinal Chemistry Letters, 24(15), 3398-3402 (2014)
The enantioselective Diels-Alder reaction of 1-methoxybuta-1, 3-diene with n-butyl glyoxylate catalyzed by the (salen) Cr (III) Cl and Co (II) complexes.
Kwiatkowski P, et al.
Tetrahedron Asymmetry, 15(20), 3189-3194 (2004)
Total Synthesis of (+)-Dodoneine and Its 6-Epimer.
Sabitha G, et al.
Synthesis, 2009(19), 3285-3292 (2009)
RCM mediated synthesis of macrosphelides I and G.
Sharma GVM, and Babu KV.
Tetrahedron Asymmetry, 18(18), 2175-2184 (2007)
A Concise Synthesis of (-)-(3S, 6R)-3, 6-Dihydroxy-10-methylundecanoic Acid Using a Cross-Metathesis Approach.
Sabitha G, et al.
Synthesis, 2010(07), 1217-1222 (2010)
View All Related Papers

Global Trade Item Number

SKUGTIN
474606-1G4061826083819
474606-25G4061832623269
474606-5G4061832623276

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