An efficient synthesis of l-idose and l-iduronic acid thioglycosides and their use for the synthesis of heparin oligosaccharides

János Tatai, Györgyi Osztrovszky, Mária Kajtár-Peredy, Péter Fügedi

Research output: Contribution to journalArticle

38 Citations (Scopus)

Abstract

Efficient preparations of thioglycoside derivatives of l-idose and l-iduronic acid are described. The method avoids the tedious chromatographic separations of furanose and pyranose anomeric mixtures, and affords the thioglycosides in a stereoselective manner. The l-idose and l-iduronic acid thioglycosides having combinations of different protecting groups proved to be efficient glycosyl donors in the synthesis of heparin disaccharides.

Original languageEnglish
Pages (from-to)596-606
Number of pages11
JournalCarbohydrate Research
Volume343
Issue number4
DOIs
Publication statusPublished - Mar 17 2008

Keywords

  • Glycosylation
  • Heparin
  • Oligosaccharide synthesis
  • Thioglycosides
  • l-Iduronic acid

ASJC Scopus subject areas

  • Analytical Chemistry
  • Biochemistry
  • Organic Chemistry

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