Enantioselective Preparation of the Stereoisomersof 4-Methylheptan-3-ol Using Candida antarctica Lipase B

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Title:Enantioselective Preparation of the Stereoisomersof 4-Methylheptan-3-ol Using Candida antarctica Lipase B
Creators:
Unelius, C. Rikard
Sandell, Johan
Orrenius, Christian
Journal or Publication Title:
Collection of Czechoslovak Chemical Communications, 63, 4, pp. 525-533
Uncontrolled Keywords:<i>Candida antarctica </i>lipase B, Enzymatic resolution, 4-Methylheptan-3-ol

Abstract

The four stereoisomers of 4-methylheptan-3-ol were prepared through fractional crystallization of a mixture of their racemic 4-methylhept-3-yl 3,5-dinitrobenzoates, followed by hydrolysis of each crystalline racemate and enantioselective, lipase-mediated transesterification of each pair of enantiomeric alcohols liberated, using the <i>Candida antarctica </i>lipase B as catalyst and <i>S</i>-ethyl octanethioate as the acyl donor. An analytical method of determining the enantiomeric composition of mixtures of 4-methyl-heptan-3-ols was developed. The optical purity of the separated isomers was in the range of 29-97%.

Title:Enantioselective Preparation of the Stereoisomersof 4-Methylheptan-3-ol Using Candida antarctica Lipase B
Creators:
Unelius, C. Rikard
Sandell, Johan
Orrenius, Christian
Uncontrolled Keywords:<i>Candida antarctica </i>lipase B, Enzymatic resolution, 4-Methylheptan-3-ol
Divisions:Life and Chemical Sciences > Institute of Organic Chemistry and Biochemistry > Collection of Czechoslovak Chemical Communications
Journal or Publication Title:Collection of Czechoslovak Chemical Communications
Volume:63
Number:4
Page Range:pp. 525-533
ISSN:0010-0765
E-ISSN:1212-6950
Publisher:Institute of Organic Chemistry and Biochemistry
Related URLs:
URLURL Type
http://dx.doi.org/10.1135/cccc19980525UNSPECIFIED
ID Code:1318
Item Type:Article
Deposited On:06 Feb 2009 17:08
Last Modified:06 Feb 2009 16:08

Citation

Unelius, C. Rikard; Sandell, Johan; Orrenius, Christian (1998) Enantioselective Preparation of the Stereoisomersof 4-Methylheptan-3-ol Using Candida antarctica Lipase B. Collection of Czechoslovak Chemical Communications, 63 (4). pp. 525-533. ISSN 0010-0765

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