Enantioselective Preparation of the Stereoisomersof 4-Methylheptan-3-ol Using Candida antarctica Lipase B
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 enantiome...
| Published in: | Collection of Czechoslovak Chemical Communications |
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| Main Authors: | , , |
| Format: | Article in Journal/Newspaper |
| Language: | English |
| Subjects: | |
| Online Access: | https://kramerius.lib.cas.cz/view/uuid:5ea68e56-be79-11e2-9ddd-001e65b2b442 https://doi.org/10.1135/cccc19980525 |
| Summary: | 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 Candida antarctica lipase B as catalyst and S-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%. |
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