New approaches to the industrial synthesis of HIV protease inhibitors

Y Honda, S Katayama, M Kojima, T Suzuki…

Index: Honda, Yutaka; Katayama, Satoshi; Kojima, Mitsuhiko; Suzuki, Takayuki; Kishibata, Naomi; Izawa, Kunisuke Organic and Biomolecular Chemistry, 2004 , vol. 2, # 14 p. 2061 - 2070

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Citation Number: 35

Abstract

Efficient and industrially applicable synthetic processes for precursors of HIV protease inhibitors (Amprenavir, Fosamprenavir) are described. These involve a novel and economical method for the preparation of a key intermediate,(3S)-hydroxytetrahydrofuran, from L-malic acid. Three new approaches to the assembly of Amprenavir are also discussed. Of these, a synthetic route in which an (S)-tetrahydrofuranyloxy carbonyl is attached to L- ...

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