AN EXPEDIENT APPROACH TO (2R,3S)-3-AZIDO-1,2-EPOXY-4-PHENYL BUTANE - A KEY INTERMEDIATE FOR HIV PROTEASE INHIBITORS

被引：17

作者：

GURJAR, MK

DEVI, NR

机构：

[1] Indian Institute of Chemical Technology, Hyderabad

来源：

TETRAHEDRON-ASYMMETRY | 1994年 / 5卷 / 04期

关键词：

D O I：

10.1016/0957-4166(94)80039-1

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

A facile synthesis of the title product (1) starting from cis-butene-1,4-diol (2) has been described. The isomerised 3-butene-1,2-diol derivative 3 on Sharpless kinetic resolution with (+) DIPT as a chiral auxiliary provided the enantiomerically pure epoxyalcohol (4). Successive opening of the epoxide (5) with PhMgBr, replacement of OH group with azide and derivatisation of the oxirane ring provided the requisite product 1.

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页码：755 / 758

页数：4

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