INTERMEDIATE IN SYNTHESIZING GLYCOLIPID DERIVATIVE AND METHOD OF PRODUCING THE SAME, AND GLYCOLIPID DERIVATIVE AND METHOD OF PRODUCING THE SAME

摘要

To synthesize a glycolipid derivative typified by GGPL-III, it is required to efficiently synthesize an intermediate in synthesizing the glycolipid derivative represented by the general formula (VIII). For this purpose, it is needed to control both of the formation of an a-glycoside bond and the stereostructure of the glycerol moiety. A method characterized by involving the step of reacting a donor compound, which is a saccharide having a protective group introduced into an OH group other than the one at the 1-position thereof, with a phosphonium halogen compound and an optically active glycidol, which is employed as an acceptor compound, in the presence of a basic solvent to thereby control both of the formation of an a-glycoside bond and the stereostructure of the glycerol moiety. (VIII) In the general formula (VIII), R's may be independently selected from among hydrocarbon groups; and Y's may be independently selected from among protective groups of OH group and a hydrogen atom.