Enzymatic synthesis of a chiral chalcogran intermediate

Result code in IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F62157124%3A16370%2F14%3A43872706" target="_blank" >RIV/62157124:16370/14:43872706 - isvavai.cz</a>

Result on the web

<a href="http://dx.doi.org/10.2478/s11696-013-0523-5" target="_blank" >http://dx.doi.org/10.2478/s11696-013-0523-5</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.2478/s11696-013-0523-5" target="_blank" >10.2478/s11696-013-0523-5</a>

Result language

angličtina

Original language name

Enzymatic synthesis of a chiral chalcogran intermediate

Original language description

Two lipases, Novozyme 435 (lipase B from Candida Antarctica) and Lipozyme TL IM (Thermomyces lanuginosus) were used successfully for the kinetic resolution of racemic 1-(2-furyl)-3-pentanol, the key intermediate in synthesis of the bark beetle pheromone,chalcogran. The desired S-(+)-enantiomer was prepared in enantiomeric excesses higher than 98 % and with yields of 26.3 % and 32.5 %, respectively. Methyl tert-butyl ether and vinyl acetate were found to be the best reaction media and the acetyl donor to achieve fast and effective resolution.

Czech name

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Czech description

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Type

J_x - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)

CEP classification

FR - Pharmacology and apothecary chemistry

OECD FORD branch

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Project

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Continuities

V - Vyzkumna aktivita podporovana z jinych verejnych zdroju

Publication year

2014

Confidentiality

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Name of the periodical

Chemical Papers

ISSN

0366-6352

e-ISSN

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Volume of the periodical

68

Issue of the periodical within the volume

6

Country of publishing house

SK - SLOVAKIA

Number of pages

6

Pages from-to

745-750

UT code for WoS article

000331644900004

EID of the result in the Scopus database

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