CHIRAL SYNTHESES OF DIHYDROXYAMINO ACID MOIETIES OF AI-77-B AND CALYCULINS FROM D-GLUCOSAMINE

Authors
SHINOZAKI K MIZUNO K WAKAMATSU H MASAKI Y
Citation
K. Shinozaki et al., CHIRAL SYNTHESES OF DIHYDROXYAMINO ACID MOIETIES OF AI-77-B AND CALYCULINS FROM D-GLUCOSAMINE, Chemical and Pharmaceutical Bulletin, 44(10), 1996, pp. 1823-1830
Citations number
50
Categorie Soggetti
Pharmacology & Pharmacy",Chemistry
Journal title
Chemical and Pharmaceutical Bulletin → ACNP
ISSN journal
00092363
Volume
44
Issue
10
Year of publication
1996
Pages
1823 - 1830
Database
ISI
SICI code
0009-2363(1996)44:10<1823:CSODAM>2.0.ZU;2-C
Abstract
Manipulation of cis (4S,5S)-4,5-disubstituted 2-oxazolidinones (4, 5), derived easily from D-glucosamine (1) as a chiral pool, including deg radation of the C6-carbon and/or one-carbon homologation at the C1-pos ition allowed chiral syntheses of (2S,3S)-dihydroxy-(4S)-amino acid mo ieties (6-8), which are important structural components of a gastropro tective substance, AI-77-B, and a group of antitumor substances, calyc ulins.