78635-88-8

Upstream product

• 77356-41-3 benzyl 2-acetamido-4-O-(2,6-di-O-benzyl-β-D-galactopyranosyl)-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside 
• 53167-36-5 2-methyl{3,6-di-O-acetyl-1,2-dideoxy-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-α-D-glucopyrano}[2,1-d]oxazoline 

Relevant academic research and scientific papers

Blood-group Ii-Active Oligosaccharides. Synthesis of a Tetrasaccharide, a β-(1->3) Dimer of N-Acetyl-lactosamine

Condensation of benzyl 2-acetamido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside (2) with 2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl bromide, followed by de-O-acetylation, acetonation, O-benzoylation, and acidic hydrolysis afforded the 3',4'-diol (5) derived from N-acetyl-lactosamine.This compound was selectively glycosylated at the 3'-position by the oxazoline (7) derived from lactosamine to give the protected tetrasaccharide (8) in 52percent yield.Removal of the protecting groups gave the free tetrasaccharide β-D-Galp-(1->4)-β-D-GlcpNAc-(1->3)-β-D-Galp-(1->4)-D-GlcpNAc (9), a β-(1->3) dimer of N-acetyl-lactosamine.This structure has been found in various glycolipids isolated from erythrocyte membranes and could be recognized by several anti-i antisera.