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      β-D-Arabinosyl 1-C-sulfonic acid *

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

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          Author and article information

          Journal
          101563174
          39408
          J Sulphur Chem
          J Sulphur Chem
          Journal of sulphur chemistry
          1741-5993
          1741-6000
          19 September 2017
          10 August 2012
          2013
          29 September 2017
          : 34
          : 1-2
          : 33-37
          Affiliations
          Department of Chemistry & Chemical Biology, Rutgers The State University of New Jersey
          Author notes
          [*]

          This paper is dedicated with affection to Professor Eric Block on the occasion of his 70 th birthday, and in recognition of his many contributions to organic and natural products chemistry.

          Article
          PMC5621591 PMC5621591 5621591 nihpa401010
          10.1080/17415993.2012.706814
          5621591
          28966658
          9a295bf7-1788-4d02-be9a-8406e6ef8359
          History
          Categories
          Article

          thioacetate,arabinogalactin,tuberculosis,arabinosyltransferase,bioisostere

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