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Efficient routes to optically active azido-, amino-, di-azido- and di-amino-cyclitols withchiro- andallo-configuration frommyo-inositol

Authors
Journal
Tetrahedron Letters
0040-4039
Publisher
Elsevier
Publication Date
Volume
45
Issue
45
Identifiers
DOI: 10.1016/j.tetlet.2004.09.057
Keywords
  • Cyclitols
  • Inositols
  • Amino-Cyclitol
  • Azido-Cyclitol
  • Antibiotics
  • Glycosidase Inhibitor
Disciplines
  • Biology
  • Pharmacology

Abstract

Abstract Efficient routes to hitherto unknown 1 d-2,5-di-azido-di-deoxy- allo-inositol, 1 d-2,5-di-amino-di-deoxy- allo-inositol, 1 l-1-azido-1-deoxy- chiro-inositol and 1 l-1-amino-1-deoxy- chiro-inositol were developed by using cheaply available myo-inositol as the starting material. Preliminary investigations on the enzyme inhibitory properties were done. The methodology reported is amenable to gram scale synthesis and thus can find application in natural product synthesis.

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