Novel enzymatic route for kinetic resolution of (+/-)1,4-benzodioxan-2-carboxylic acid

TitleNovel enzymatic route for kinetic resolution of (+/-)1,4-benzodioxan-2-carboxylic acid
Publication TypeJournal Article
Year of Publication2005
AuthorsKasture, SM, Varma, R, Kalkote, UR, Nene, S, Kulkarni, BD
JournalBiochemical Engineering Journal
Volume27
Issue1
Pagination66-71
Date PublishedDEC
ISSN1369-703X
Keywords1, 4-benzodioxan-2-carboxylate, 4-benzodioxan-2-carboxylic acid, doxazosin, enantio selectivity, enantiomeric ratio, ethyl 1, ethyl acetate, Lipases, transesterfication
AbstractEthyl 1,4-benzodioxan-2-carboxylate is used as an intermediate compound for the production of drug doxazosin mesylate. The title compound was kinetically resolved to get S-enantiomer of ethyl 1,4-benzodioxan 2-carboxylate in a simple lipase catalyzed transesterificafion reaction. Ethyl acetate was used as reaction medium as well as acyl donor. The influence of the enzyme source and time of reaction on the enantio selectivity of product were studied. Lipase from Candida antartica-B (Novozyme A/S) catalyzed transesterification reaction with good enantio selectivity towards S-enantiomer. The high enantiomeric ratio, E= 160, provided S-2 an acceptable chemical yield (50%) and enaritiomeric excess (>95%). (c) 2005 Elsevier B.V. All rights reserved.
DOI10.1016/j.bej.2005.06.014
Type of Journal (Indian or Foreign)

Foreign

Impact Factor (IF)2.463
Divison category: 
Chemical Engineering & Process Development