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189081

Sigma-Aldrich

cis-1,2-Cyclohexanedimethanol

97%

Linear Formula:
C6H10(CH2OH)2
CAS Number:
Molecular Weight:
144.21
EC Number:
MDL number:
PubChem Substance ID:

Quality Level

assay

97%

mp

43-45 °C (lit.)

SMILES string

OC[C@@H]1CCCC[C@@H]1CO

InChI

1S/C8H16O2/c9-5-7-3-1-2-4-8(7)6-10/h7-10H,1-6H2/t7-,8+

InChI key

XDODWINGEHBYRT-OCAPTIKFSA-N

General description

Enantioselective oxidation of cis-1,2-cyclohexanedimethanol using 4-acetylamino-2,2,7-trimethyl-10-isopropyl-1-azaspiro[5.5]undecane N-oxyl as a chiral nitroxyl radical via non-electrochemical method has been reported.

Application

cis-1,2-Cyclohexanedimethanol was used in the synthesis of 9-{[(Z)-2(hydroxymethyl)cyclohexyl]methyl}guanine (L-653,180).

Packaging

10 g in glass bottle

Certificate of Analysis

Certificate of Origin

Enantioselective Oxidation of Secondary Alcohols Using a Chiral Nitroxyl (N-Oxoammonium salt) Catalyst.
Rychnovsky SD, et al.
The Journal of Organic Chemistry, 61(4), 1194-1195 (1996)
Sanjiv O Tomer et al.
Organic & biomolecular chemistry, 15(42), 8990-8997 (2017-10-19)
We have experimentally demonstrated that by 'locking' the molecular conformation through the introduction of a double or triple bond in the center of a symmetric diol, enzymatic monoesterification can be achieved selectively. The enzyme Candida antarctica lipase B, generally used...
N Bourne et al.
Antimicrobial agents and chemotherapy, 36(9), 2020-2024 (1992-09-01)
Herpes simplex virus (HSV)-coded thymidine kinase (TK) is important in efficient reactivation of latent infection. These studies were designed to investigate whether treatment of latently infected animals with a TK inhibitor altered the natural history of recurrent HSV disease. 9-([(Z)-2-(hydroxymethyl)cyclohexyl]methyl)...

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