THE USE OF 2-O-ACYL-1-O-SULFONYL-D-GALACTOPYRANOSE DERIVATIVES IN β-D-GALACTOPYRANOSIDE SYNTHESIS

Article abstract of DOI:10.1016/0008-6215(80)90007-5

Several 1-O-sulfonyl derivatives of D-galactopyranose having a participating benzoyl or p-methoxybenzoyl group at O-2 were synthesized from the corresponding D-galactopyranosyl chloride derivatives by use of silver p-toluenesulfonate or trifluoroethanesulfonate in acetonitrile.The reaction of the 1-O-sulfonyl-D-galactopyranose derivatives with several alcohols in various solvents at different times and temperatures served as reactions to determine the best conditions for synthesizing stereoselectively β-D-galactopyranosides in high yields.This method was used to prepare, in good yield, several β-D-galactopyranosyl-containing disaccharides.