Efficient syntheses of optically pure chiro- and allo-inositol derivatives, azidocyclitols and aminocyclitols from myo-inositol

摘要: Abstract Efficient routes for the syntheses of optically pure and hitherto unknown l - chiro d allo -inositol derivatives, azido- aminocyclitols -configuration, diazido- diaminocyclitols -configuration from economically viable myo are described. These provide access to synthetically flexible 1,2:4,5-di- O -isopropylidene- 1,6:3,4-di- -inositol, which otherwise difficult synthesize directly their parent inositols. A one pot methodology that allows rapid both derivatives has also been developed. Investigations on glycosidase inhibitory properties these novel amino-inositols unraveled potentials classes compounds as class inhibitors. Both forms cyclitols could be synthesized in gram scales hence by exploiting difference reactivities cis- trans-ketals, a variety protected useful synthesis unnatural phosphoinositols natural products, can synthesized.