Articles

Syntheses of Azasugar Intermediates Containing Aldehyde Group or Azide Group

  • Li Xiaoliu ,
  • Wei Sinan ,
  • Zhang Hongbo ,
  • Zhang Pingzhu ,
  • Wang Wei ,
  • Chen Hua
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  • Key Laboratory of Chemical Biology of Hebei Province, College of Chemistry and Environmental Science, Hebei University, Baoding 071002

Received date: 2012-03-26

  Revised date: 2012-05-16

  Online published: 2012-05-09

Supported by

Project supported by the National Natural Science Foundation of China (Nos.20972039, 21172051), the Medicinal Joint Funds of the Natural Science Foundation of Hebei Province and the Shijiazhuang Pharmaceuitical Group (CSPC) Foundation (Nos.B2011201169, B2012201113), and the Natural Science Foundations of Education Department of Hebei Province (Nos.ZH2011110, Y20111119)

Abstract

Protected five and six membered azasugar intermediates containing aldehyde group or azide group were synthe-sized using D-mannose as starting material via benzyl amine disubstitution or aza-Wittig reaction, then the oxidation and SN2 substitution reactions, respectively. The studies on the reaction conditions, the protecting groups and the reaction mechanism were also carried out, providing a protocol to remove trityl (Tr) group selectively.

Cite this article

Li Xiaoliu , Wei Sinan , Zhang Hongbo , Zhang Pingzhu , Wang Wei , Chen Hua . Syntheses of Azasugar Intermediates Containing Aldehyde Group or Azide Group[J]. Chinese Journal of Organic Chemistry, 2012 , 32(9) : 1708 -1714 . DOI: 10.6023/cjoc201203008

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