Volume 25, Issue 35
Heterocyclic Compounds
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ChemInform Abstract: Expedient Approach to (2R,3S)-3-Azido-1,2-epoxy-4-phenylbutane: A Key Intermediate for HIV Protease Inhibitors.

M. K. GURJAR

M. K. GURJAR

Indian Inst. Chem. Technol., Hyderabad 500 007, India

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N. R. DEVI

N. R. DEVI

Indian Inst. Chem. Technol., Hyderabad 500 007, India

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First published: August 30, 1994

Abstract

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ChemInform Abstract

A facile synthesis of the title epoxide (IX) starts from cis-butene-1, 4-diol (I). Sharpless asym. epoxidation of isomerized 3-butene-1,2- diol derivative (III) under kinetic resolution conditions and the introduction of azido-group under Mitsunobu conditions are the key steps of short sequence.

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