Base-catalyzed Degradations of Carbohydrates. I. Synthesis and Alkaline Degradation of 2-O-β-D-Glucopyranosyl-3-O-methyl-D-glucose

Abstract

2-O-β-D-Glucopyranosyl-3-O-methyl-D-glucose has been synthesized by two routes. Alkaline degradation of the disaccharide, followed by reduction, hydrolysis under extremely mild conditions, and further reduction, affords D-glucitol, and 3,4-dideoxy-trans-erythro- and -D-threo-hex-3-enitol.