Convergent Synthesis of Digalactosyl Diacylglycerols

Efficient convergent chemical syntheses of digalactosyl diacylglycerols (DGDGs), which have both a galactose–galactose α(1→6)-linkage and a galactose–glycerol β-linkage along with a diacylglycerol containing various kinds of fatty acids, have been accomplished. In order to achieve a concise synthesis, we chose to use allylic protective groups as permanent protective groups. We have also achieved α- and β-selective glycosylations for the respective linkages with high yields as the key steps.