RESOLUTION OF A CHIRAL ESTER BY LIPASE-CATALYZED TRANSESTERIFICATION WITH POLY(ETHYLENE GLYCOL) IN ORGANIC MEDIA

被引：28

作者：

WALLACE, JS ^{[1
]}

REDA, KB ^{[1
]}

WILLIAMS, ME ^{[1
]}

MORROW, CJ ^{[1
]}

机构：

[1] UNIV NEW MEXICO,DEPT CHEM,ALBUQUERQUE,NM 87131

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1990年 / 55卷 / 11期

关键词：

D O I：

10.1021/jo00298a030

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Enantioselective transesterification of the S enantiomer from racemic 2,2,2-trichloroethyl 3,4-epoxybutanoate by poly(ethylene glycol) in warm diisopropyl ether media using porcine pancreas lipase as the catalyst is described. The two ester enantiomers were separated by cooling and filtering. The unchanged R enantiomer was shown to have an enantiomeric excess (ee) of >96% by its conversion to (R)-(—)-carnitine chloride. The S enantiomer of the ester was removed from the PEG by enzyme-catalyzed transesterification with methanol and the resulting methyl ester estimated to have >89% ee. © 1990, American Chemical Society. All rights reserved.

引用

页码：3544 / 3546

页数：3

共 20 条

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