β-D-Arabinosyl 1- C -sulfonic acid

Walter S. Won, Spencer Knapp

Research output: Contribution to journalArticlepeer-review

Abstract

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 dimethyldioxirane oxidation of an S-acetyl-1-thio-β-arabinofuranose derivative. Deprotection under mild conditions allowed isolation of the free sulfonic acid without desulfonylation.

Original languageEnglish (US)
Pages (from-to)33-37
Number of pages5
JournalJournal of Sulfur Chemistry
Volume34
Issue number1-2
DOIs
StatePublished - Apr 1 2013

All Science Journal Classification (ASJC) codes

  • Chemistry(all)

Keywords

  • arabinogalactin
  • arabinosyltransferase
  • bioisostere
  • thioacetate
  • tuberculosis

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