Chiral syntheses of dihydroxyamino acid moieties of AI-77-B and calyculins from D-glucosamine

被引：0

作者：

Shinozaki, K ^{[1
]}

Mizuno, K ^{[1
]}

Wakamatsu, H ^{[1
]}

Masaki, Y ^{[1
]}

机构：

[1] GIFU PHARMACEUT UNIV, GIFU 502, JAPAN

来源：

CHEMICAL & PHARMACEUTICAL BULLETIN | 1996年 / 44卷 / 10期

关键词：

D-glucosamine; chiral pool; (2S,3S,4S)-2,3-dihydroxy-4-aminohexanedioic acid; (2S,3S,4S)-2,3-dihydroxy-4-dimethylamino-5-methoxypentanoic acid; synthesis;

D O I：

暂无

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Manipulation of cis (4S,5S)-4,5-disubstituted 2-oxazolidinones (4, 5), derived easily from D-glucosamine (1) as a chiral pool, including degradation of the C6-carbon and/or one-carbon homologation at the C1-position allowed chiral syntheses of (2S,3S)-dihydroxy-(4S)-amino acid moieties (6-8), which are important structural components of a gastroprotective substance, AI-77-B, and a group of antitumor substances, calyculins.

引用

页码：1823 / 1830

页数：8

共 32 条

[31] Absolute stereostructures and syntheses of saussureamines A, B, C, D and E, amino acid-sesquiterpene conjugates with gastroprotective effect, from the roots of Saussurea lappa
Matsuda, H
Kageura, T
Inoue, Y
Morikawa, T
Yoshikawa, M
TETRAHEDRON, 2000, 56 (39) : 7763 - 7777
[32] STEREOCONTROLLED SYNTHESIS OF 6-EPI-D-PURPUROSAMINE-B BY IODOCYCLOCARBAMATION OF A CHIRAL Z-OLEFIN DERIVED FROM L-ALANINE AND L-MALIC ACID
KAMIYAMA, K
URANO, Y
KOBAYASHI, S
OHNO, M
TETRAHEDRON LETTERS, 1987, 28 (27) : 3123 - 3126

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