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?-D-Arabinosyl 1-C-sulfonic acid.

ABSTRACT: A short synthetic route to ?,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 DMDO oxidation of an S-acetyl-1-thio-?-arabinofuranose derivative. Deprotection under mild conditions allowed isolation of the free sulfonic acid without desulfonylation.

SUBMITTER: Won WS

PROVIDER: S-EPMC5621591 | biostudies-literature | 2013

REPOSITORIES: biostudies-literature

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β-D-Arabinosyl 1-C-sulfonic acid.

Won Walter S WS Knapp Spencer S

Journal of sulphur chemistry 20120810 1-2

A short synthetic route to β,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 DMDO oxidation of an S-acetyl-1-thio-β-arabinofuranose derivative. Deprotection under mild conditions allowed isolation of the free sulfonic acid without desulfonylation. ...[more]

PMID: 28966658

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