title: An efficient synthesis of L-idose and L-iduronic acid thioglycosides and their use for the synthesis of heparin oligosaccharides.
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.
authors.affiliation: Department of Carbohydrate Chemistry, Chemical Research Center, Hungarian Academy of Sciences, Pusztaszeri út 59-67, H-1025 Budapest, Hungary.
authors.forename: János
authors.initials: J
authors.lastname: Tatai
authors.forename: Györgyi
authors.initials: G
authors.lastname: Osztrovszky
authors.forename: Mária
authors.initials: M
authors.lastname: Kajtár-Peredy
authors.forename: Péter
authors.initials: P
authors.lastname: Fügedi
mesh_terms: D006493:Heparin / Q000737:chemistry*; D006601:Hexoses / Q000737:chemistry*; D007067:Iduronic Acid / Q000737:chemistry*; D015394:Molecular Structure; D009844:Oligosaccharides / Q000138:chemical synthesis* / Q000737:chemistry; D013865:Thioglycosides / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D006601:Hexoses; D009844:Oligosaccharides; D013865:Thioglycosides; C010997:idose; D007067:Iduronic Acid; D006493:Heparin