Skip to Content
Merck
All Photos(1)

Documents

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

Sign Into View Organizational & Contract Pricing
All Photos(1)

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.)

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

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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)
Total Synthesis of (+)-Dodoneine and Its 6-Epimer.
Sabitha G, et al.
Synthesis, 2009(19), 3285-3292 (2009)
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)
RCM mediated synthesis of macrosphelides I and G.
Sharma GVM, and Babu KV.
Tetrahedron Asymmetry, 18(18), 2175-2184 (2007)
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service