Synthesis of a useful anomeric thioacetate of an N-acetyllactosamine derivative and its application

IR

Abstract

type:text

A novel anomeric b-thioacetate of an N-acetyllactosamine derivative was efficiently synthesized in high yield from the known 2-azido glycosyl chloride using thioacetic acid as a convenient reagent. The synthesis involved not only an SN2 replacement of the chloride by a carbothiolate anion but also a reductive acetamidation of the azide group. Applications of the thioacetate for glycosidation were demonstrated to provide both O- and S-glycosides in high yields. Furthermore, both intermediates gave a new class of glycoclusters that included thioglycosidic linkages.

identifier:http://www.sciencedirect.com/science/journal/00404039

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Keywords

Details 詳細情報について

  • CRID
    1050001337817788800
  • NII Article ID
    120006384973
  • ISSN
    00404039
  • Web Site
    http://id.nii.ac.jp/1586/00012481/
  • Text Lang
    en
  • Article Type
    journal article
  • Data Source
    • IRDB
    • CiNii Articles

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