Synthesis of 5-thio-L-fucose-containing blood group antigens H-type 2 and Lewis X (Lex)

Article abstract of DOI:10.1016/0040-4039(96)00124-4

Two blood group antigens, H-type 2 and Lewis X trisaccharides containing 5-thio-L-fucose instead of L-fucose, were synthesized. 2-Azido-2-deoxy-lactose derivative 11 was used as the common disaccharide intermediate. 5-Thio-L-fucosylation of the 2′-OH and 3-OH groups of 1,6-anhydro-2-azido-2-deoxy-lactose derivative by a trichloroacetimidate method gave α-linked trisaccharides stereoselectively.