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Toward a general synthesis of A-ring trihydroxylated vitamin D analogs: Synthesis of an A-ring synthon of ED-71 from D-arabinose

TitleToward a general synthesis of A-ring trihydroxylated vitamin D analogs: Synthesis of an A-ring synthon of ED-71 from D-arabinose
Publication TypeJournal Article
Year of Publication1995
AuthorsMoriarty, RM, Brumer, H
JournalTETRAHEDRON LETTERS
Volume36
Pagination9265-9268
Date PublishedDEC 18
Type of ArticleArticle
ISSN0040-4039
Abstract

(3R, 4S, 5R)-3, 4-(O-isopropylidene)-5-(tert-butyldimethylsiloxy) was synthesized from D-arabinose in 9 steps and 28% yield and coupled via the Trost-Dumas carbopalladation method to a steroidal CD-ring fragment to yield 1 alpha,2 beta-dihydroxyvitamin D-3.

DOI10.1016/0040-4039(95)02008-D