[beta]-D-Arabinosyl 1-C-sulfonic acid

A short synthetic route to [beta],D-arabinofuranosyl 1-C-sulfonic acid (7), a possible biomimetic for the arabinofuranosyl anomeric phosphate, is described. The furanosyl 1-C-sulfonate was prepared by buffered dimethyldioxirane oxidation of an S-acetyl-1-thio-[beta]-arabinofuranose derivative. Depro...

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Bibliographic Details
Published inJournal of sulfur chemistry Vol. 34; no. 1-2; p. 33
Main Authors Won, Walter S, Knapp, Spencer
Format Journal Article
LanguageEnglish
Published Abingdon Taylor & Francis Ltd 01.04.2013
Subjects
Acids
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Summary:A short synthetic route to [beta],D-arabinofuranosyl 1-C-sulfonic acid (7), a possible biomimetic for the arabinofuranosyl anomeric phosphate, is described. The furanosyl 1-C-sulfonate was prepared by buffered dimethyldioxirane oxidation of an S-acetyl-1-thio-[beta]-arabinofuranose derivative. Deprotection under mild conditions allowed isolation of the free sulfonic acid without desulfonylation. [PUBLICATION ABSTRACT]
ISSN:1741-5993
1741-6000
DOI:10.1080/17415993.2012.706814