Synthesis of p-nitrophenyl 2-acetamido-2-deoxy-O-beta-D-galactopyranosyl-beta-D-glucopyranosides.
Reaction of p-nitrophenyl 2-acetamido-2-deoxy-4,6-O-(p-methoxybenzylidene)-beta-D-glucopyranoside (2) with 2,3,4,6-tetra-O-acetyl-alpha-D-galactopyranosyl bromide (3) under the usual conditions, followed by removal of the p-methoxybenzylidene group and O-deacylation, produced crystalline p-nitrophenyl 2-acetamido-2-deoxy-3-O-beta-D-galactopyranosyl-beta-D-glucopyranoside (6). Starting from p-nitrophenyl 2-acetamido 3,4-di-O-acetyl-2-deoxy-beta-D-glucopyranoside, the synthesis of p-nitrophenyl 2-acetamido-2-deoxy-6-O-beta-D-galactopyranosyl-beta-D-glucopyranoside was also accomplished.
D004187:Disaccharides / Q000138:chemical synthesis*; D005643:Fucose; D006602:Hexosyltransferases / Q000302:isolation & purification; D007785:Lactose / Q000031:analogs & derivatives; D008722:Methods; D009578:Nitrobenzenes / Q000138:chemical synthesis*
D004187:Disaccharides; D009578:Nitrobenzenes; D005643:Fucose; D006602:Hexosyltransferases; D007785:Lactose