Efficient routes to optically active azido-, amino-, di-azido- and di-amino-cyclitols with chiro- and allo-configuration from myo-inositol

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.