(1'R,2'S,5'R)-MENTHYL-(5R)-ACETOXY-1,3-OXATHIOLAN-(2R)-CARBOXYLATE - SYNTHESIS AND ISOMERIC PURITY DETERMINATION BY HPLC

被引：7

作者：

SIDDIQUI, MA ^{[1
]}

JIN, HL ^{[1
]}

EVANS, CA ^{[1
]}

DIMARCO, MP ^{[1
]}

TSE, HLA ^{[1
]}

MANSOUR, TS ^{[1
]}

机构：

[1] BIOCHEM THERAPEUT INC,LAVAL H7V 4A7,PQ,CANADA

来源：

CHIRALITY | 1994年 / 6卷 / 02期

关键词：

CHEMOSELECTIVE REDUCTION; DISIAMYLBORANE; (-)-2'-DEOXY-3'-THIACYTIDINE; (1'R,2'S,5'R)-MENTHYL-(SR)-ACETOXY-1,3-OXATHIOLAN-(2R)-CARBOXYLATE; LAMIVUDINE; 3TC(TRADE); CHIRAL HPLC; CHIRAL STATIONARY PHASE; PIRKLE P-GEM 1; COLUMN;

D O I：

10.1002/chir.530060217

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Chemoselective reduction of one isomer of the l-menthylester of 1,3-oxathiolan-5-one-2-carboxylic acid produces a mixture of four lactol diastereomers from which the title compound was isolated after acylation. The isomeric purity and absolute stereochemistry were determined by spectroscopic methods, chiral HPLC techniques, and conversion to (-)-2'-deoxy-3'-thiacytidine (Lamivudine, 3TC(TM)). (C) 1994 Wiley-Liss, Inc.

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收藏

页码：156 / 160

页数：5

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