Synthesis of (2S, 3S, 4S)-4-Amino-2, 3-dihydroxyhexanedioic Acid Derivatives from (R)-Pyroglutamic Acid

Nobuo IKOTA; Akira HANAKI

doi:10.1248/cpb.37.1087

Chemical and Pharmaceutical Bulletin

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

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Volume 37 (1989) Issue 4
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Synthesis of (2S, 3S, 4S)-4-Amino-2, 3-dihydroxyhexanedioic Acid Derivatives from (R)-Pyroglutamic Acid

Nobuo IKOTA, Akira HANAKI

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Keywords: AI-77-B, chiral synthesis, (2S, 3S, 4S)-4-amino-2, 3-dihydroxyhexanedioic acid, cis-dihydroxylation, α, β-unsaturated lactam, (R)-pyroglutamic acid

JOURNAL FREE ACCESS

1989 Volume 37 Issue 4 Pages 1087-1089

DOI https://doi.org/10.1248/cpb.37.1087

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Abstract

(2S, 3S, 4S)-4-Amino-2, 3-dihydroxyhexanedioic acid derivatives (11 and 12) were synthesized from an (R)-pyroglutamic acid derivative (3) by cis-dihydroxylation of the α, β-unsaturated lactam (4) as the key reaction.

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