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Regio- and Stereocontrolled Synthesis of 2d-Deoxy Lewisx Pentasaccharide

  作者 ZHANG YANYAN; DONG DENGXIANG; QU HUANHUAN; SOLLOGOUB MATTHIEU; ZHANG YONGMIN  
  选自 期刊  European Journal of Organic Chemistry;  卷期  2011年-35;  页码  7133-7139  
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[摘要]The total synthesis of 2d-deoxy Lewisx pentasaccharide is described. Ethyl 2-O-acetyl-3,4,6-tri-O-benzyl-1-thio-a,beta-D-galactopyranoside was condensed with a diol of glucosamine to regio- and stereoselectively give the disaccharide, the C-2' position was then reduced after stereoselective fucosylation to afford a Lewisx trisaccharide analogue. Regioselective glycosylation of a known lactoside diol with this trisaccharide provided a pentasaccharide that, after deprotection, gave the target pentasaccharide.

 
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