Synthesis of p-nitrophenyl 6-O-(2-acetamido-2-deoxy-β-d-glucopyranosyl)-β-d-galactopyranoside and p-nitrophenyl O-β-d-galactopyranosyl-(1→3)-O-(2-acetamido-2-deoxy-β-d-glucopyranosyl)-(1→6)-β-d-galactopyranoside

Condensation of 2-methyl-(3,4,6-tri-O-acetyl-1,2-dideoxy-α-d-glucopyrano)-[2′,1′:4,5]-2-oxazoline with p-nitrophenyl 2,3-di-O-acetyl-β-d-galactopyranoside (4), followed by saponification of the resulting disaccharide derivative, produced p-nitrophenyl 6-O-(2-acetamido-2-deoxy-β-d-glucopyranosyl)-β-d-galactopyranoside as a crystalline compound. Reaction of 2-methyl-[4,6-di-O-acetyl-1,2-dideoxy-3-O-(2,3,4,6-tetra-O-acetyl-β-d-galactopyranosyl)-α-d-glucopyrano]-[2′,1′:4,5]-2- oxazoline with 4 in a similar reaction-sequence provided the title trisaccharide compound.