SELECTIVE LIPASE-CATALYZED 6-O-ACYLATION OF ALKYL ALPHA-D-GLUCOPYRANOSIDES USING FUNCTIONALIZED ETHYL-ESTERS

Authors
DEGOEDE ATJW BENCKHUIJSEN W VANRANTWIJK F MAAT L VANBEKKUM H
Citation
Atjw. Degoede et al., SELECTIVE LIPASE-CATALYZED 6-O-ACYLATION OF ALKYL ALPHA-D-GLUCOPYRANOSIDES USING FUNCTIONALIZED ETHYL-ESTERS, Recueil des travaux chimiques des Pays-Bas, 112(11), 1993, pp. 567-572
Citations number
29
Categorie Soggetti
Chemistry
Journal title
Recueil des travaux chimiques des Pays-Bas → ACNP
ISSN journal
01650513
Volume
112
Issue
11
Year of publication
1993
Pages
567 - 572
Database
ISI
SICI code
0165-0513(1993)112:11<567:SL6OAA>2.0.ZU;2-P
Abstract
Alkyl alpha-D-glucopyranosides were selectively converted into their 6 -O-acyl esters by lipase-catalyzed transesterification with ethyl acry late or ethyl 4-chlorobutanoate. Comparison of six lipase preparations showed large differences in activity and selectivity. The addition of zeolite CaA for selective adsorption of ethanol and water, exerted pr ofound effects on conversion and regioselectivity of the transesterifi cation. A quantitative conversion with high selectivity was achieved u sing lipases from C antarctica in the presence of zeolite CaA.