Synthesis of beta-nitrophenyl 2-acetamido-2-deoxy-3-O-beta-D-galactopyranosyl-D-glactopyranosides.
Reaction of 2,3,4,6-tetra-O-acetyl-alpha-D-galactopyranosyl bromide with p-nitrophenyl 2-acetamido-2-deoxy-4,6-O-(p-methoxybenzylidene)-alpha-D-galactopyranoside under the usual conditions, followed by removal of the p-methoxybenzylidene group and O-deacylation, gave crystalline p-nitrophenyl 2-acetamido-2-deoxy-3-O-beta-D-galactopyranosyl-alpha-D-galactopyranoside. The synthesis of p-nitrophenyl 2-acetamido-2-deoxy-3-O-beta-D-galactopyranosyl-beta-D-galactopyranoside has also been accomplished by a similar reaction-sequence.
D000116:Acetylgalactosamine; D004187:Disaccharides / Q000138:chemical synthesis; D005697:Galactosides / Q000138:chemical synthesis*; D006027:Glycosides / Q000138:chemical synthesis*; D008722:Methods; D009904:Optical Rotation; D013055:Spectrophotometry, Infrared; D013329:Structure-Activity Relationship
D004187:Disaccharides; D005697:Galactosides; D006027:Glycosides; D000116:Acetylgalactosamine