GLYCOSYLATION WITH THIOGLYCOSIDES ACTIVATED BY DIMETHYL(METHYLTHIO)SULFONIUM TETRAFLUOROBORATE - SYNTHESIS OF 2 TRISACCHARIDE GLYCOSIDES CORRESPONDING TO THE BLOOD GROUP-A AND GROUP-B DETERMINANTS

Two trisaccharide glycosides, p-trifluoroacetamidophenylethyl 3-O-(2-acetamido-2-deoxy-α-d-galactopyranosyl)-2-O-(α-l-fucopyranosyl)-β-d-galactopyranoside and p-trifluoroa-cetamidophenylethyl 2-O-(α-l-fucopyranosyl)-3-O-(α-d-galactopyranosyl)-β-d-galactopyranoside, corresponding to the human blood group A and B determinants, were synthesized. A key fucosylgalactosyl disaccharide derivative was glycosylated with galactosaminyl or galactosyl donors, respectively. Dimethyl (thiomethyl)sulfonium tetrafluoroborate was used for thioglycoside activation in coupling reactions. © 1990 Glycoconjugate Journal AB.