HIGHLY DIASTEREOSELECTIVE REACTION OF A CHIRAL, NON-RACEMIC AMIDE ENOLATE WITH (S)-GLYCIDYL TOSYLATE - SYNTHESIS OF THE ORALLY-ACTIVE HIV-1 PROTEASE INHIBITOR L-735,524

被引：140

作者：

ASKIN, D

ENG, KK

ROSSEN, K

PURICK, RM

WELLS, KM

VOLANTE, RP

REIDER, PJ

机构：

[1] Department of Process Research, Merck Research Laboratories, Rahway, NJ 07065

来源：

TETRAHEDRON LETTERS | 1994年 / 35卷 / 05期

关键词：

D O I：

10.1016/S0040-4039(00)75787-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Reaction of chiral amide enolate Li-1 with (S)-glycidyl tosylate 11 affords the epoxide 3 in 72% yield with high diastereoselectivity. Epoxide 3 is converted to the orally-active HN-I protease inhibitor L-735,524 in 71% isolated yield.

引用

页码：673 / 676

页数：4

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