Synthesis of Eudistomins(I). Preparation of ($\pm$)-N(10)-Benzyloxycarbonyldebromoedudistomin L

Four plausible precursors (21, 22, 24, and 25), just prior to formation of the oxathiazepine ring in eudistomin, were synthesized by the Pictet-Spengler condensation of N-hydroxytryptamine (15) or N-hydroxytryptophan ester (19) with cysteinal derivatives (5 and 10). In the case of the parent compoun...

Full description

Saved in:
Bibliographic Details
Published in:Bulletin of the Korean Chemical Society 1992, Vol.13 (3), p.290-296
Main Authors: Yoon Byung Hee, Lyu Hak Soo, Hahn Jee Hyun, Ahn Chan Mug
Format: Article
Language:Korean
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:Four plausible precursors (21, 22, 24, and 25), just prior to formation of the oxathiazepine ring in eudistomin, were synthesized by the Pictet-Spengler condensation of N-hydroxytryptamine (15) or N-hydroxytryptophan ester (19) with cysteinal derivatives (5 and 10). In the case of the parent compound (21), one of these four precursors, treatment with dihalomethane in the presence of a phase transfer catalyst gave an eudistomin analogue (26) having the oxathiazepine ring in 35-50% yield.
ISSN:0253-2964
1229-5949