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Synthesis of Methyl 2,6-Dideoxy-4-thio-α-D-ribo-hexopyranoside (methyl 4-thiodigitoxoside) – a Constituent of the Calicheamicins and Esperamicins

✍ Scribed by Claßen, Arnold ;Scharf, Hans-Dieter

Publisher
John Wiley and Sons
Year
1993
Tongue
English
Weight
549 KB
Volume
1993
Category
Article
ISSN
0947-3440

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✦ Synopsis

Abstract

The 4‐thio analog of 2,6‐dideoxy‐D‐ribo‐hexopyranose (D‐digitoxose) is part of the saccharide chain of the calicheamicins and esperamicins. A straightforward synthesis of the 4‐thiodigitoxoside 12 as its diacetate 13 starting from methyl α‐D‐galactopyranoside (1) is described. Properties and structure of 13 are presented.

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