PRACTICAL SYNTHESIS OF (2S, 3S)-3-AMINO-2-HYDROXY-4-PHENYLBUTYRIC ACID, A KEY COMPONENT OF HIV PROTEASE INHIBITORS

Noriko SHIBATA; Etsuko ITOH; Shiro TERASHIMA

doi:10.1248/cpb.46.733

Chemical and Pharmaceutical Bulletin

Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363

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Volume 46 (1998) Issue 4
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PRACTICAL SYNTHESIS OF (2S, 3S)-3-AMINO-2-HYDROXY-4-PHENYLBUTYRIC ACID, A KEY COMPONENT OF HIV PROTEASE INHIBITORS

Noriko SHIBATA, Etsuko ITOH, Shiro TERASHIMA

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Keywords: KNI-227, HIV protease inhibitor, 3-amino-2-hydroxy-4-phenylbutyric acid, acetone cyanohydrin, diastereoselective reaction

JOURNAL FREE ACCESS

1998 Volume 46 Issue 4 Pages 733-735

DOI https://doi.org/10.1248/cpb.46.733

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Abstract

Synthesis of (2S, 3S)-3-amino-2-hydroxy-4-phenylbutyric acid was achieved by the highly diastereoselective cyanohydrin formation of (S)-2-N, N-dibenzylamino-3-phenylpropanal with acetone cyanohydrin in the presence of trimethyl-aluminum as a key step.

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