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Efficient routes to optically active azido-, amino-, di-azido- and di-amino-cyclitols with chiro- and allo-configuration from myo-inositol
Authors:Kana M Sureshan  Kyoko Ikeda  Yutaka Watanabe
Institution:a Department of Applied Chemistry, Faculty of Engineering, Ehime University, Matsuyama, Japan
b Faculty of Pharmaceutical Sciences, Hokuriku University, Kanazawa, Japan
Abstract:Efficient routes to hitherto unknown 1d-2,5-di-azido-di-deoxy-allo-inositol, 1d-2,5-di-amino-di-deoxy-allo-inositol, 1l-1-azido-1-deoxy-chiro-inositol and 1l-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.
Keywords:Cyclitols  Inositols  Amino-cyclitol  Azido-cyclitol  Antibiotics  Glycosidase inhibitor
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