Synthesis of 3″-deoxy and 4″-deoxy Lewisx trisaccharides is described.Phenyl 2,3,6-tri-O-benzoyl-4-deoxy-1-thio-β-Dxylo-hexopyranoside was condensed with a diol of glucosamine to give regio-and stereo-selectively a...Synthesis of 3″-deoxy and 4″-deoxy Lewisx trisaccharides is described.Phenyl 2,3,6-tri-O-benzoyl-4-deoxy-1-thio-β-Dxylo-hexopyranoside was condensed with a diol of glucosamine to give regio-and stereo-selectively a disaccharide.Stereose-lective fucosylation of this disaccharide provided a protected deoxy Lewisx trisaccharide which was deprotected to give the 4″-deoxy Lewisx trisaccharide.Application of the similar synthetic sequence provided the 3″-deoxy Lewisx trisaccharide.展开更多
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文摘Synthesis of 3″-deoxy and 4″-deoxy Lewisx trisaccharides is described.Phenyl 2,3,6-tri-O-benzoyl-4-deoxy-1-thio-β-Dxylo-hexopyranoside was condensed with a diol of glucosamine to give regio-and stereo-selectively a disaccharide.Stereose-lective fucosylation of this disaccharide provided a protected deoxy Lewisx trisaccharide which was deprotected to give the 4″-deoxy Lewisx trisaccharide.Application of the similar synthetic sequence provided the 3″-deoxy Lewisx trisaccharide.
