176040-72-5

Upstream product

• 176040-71-4 benzyl O-(2,3,4-tri-O-acetyl-6-O-chloroacetyl-α-D-mannopyranosyl)-(1<*>6)-O-(2,3,4-tri-O-benzyl-β-D-mannopyranosyl)-(1<*>6)-2,3,4-tri-O-benzyl-α-D-mannopyranoside 
• 53958-21-7 4,6-di-O-acetyl-2,3-O-carbonyl-α-D-mannopyranosyl bromide 
• 57783-76-3 benzyl 2,3,4-tri-O-benzyl-α-D-mannopyranoside 
• 79522-92-2 Benzyl-6-O-acetyl-2,3,4-tri-O-benzyl-α-D-mannopyranosid 
• 89615-39-4 benzyl 2,3,4,6-tetra-O-benzyl-α-D-mannopyranoside 
• 176040-69-0 benzyl O-(2,3,4,6-tetra-O-benzyl-β-D-mannopyranosyl)-(1[*]6)-2,3,4-tri-O-benzyl-α-D-mannopyranoside 
• 176040-70-3 benzyl 6-O-(6-O-acetyl-2,3,4-tri-O-benzyl-α-D-mannopyranosyl)-2,3,4-tri-O-benzyl-α-D-mannopyranoside 
• 176200-10-5 benzyl 2,3,4-tri-O-benzyl-6-O-(2,3,4-tri-O-benzyl-α-D-mannopyranosyl)-α-D-mannopyranoside 
• 176040-68-9 benzyl O-(4,6-di-O-acetyl-2,3-O-carbonyl-β-D-mannopyranosyl)-(1[*]6)-2,3,4-tri-O-benzyl-α-D-mannopyranoside 

Relevant academic research and scientific papers

Chemical synthesis of a hexasaccharide comprising the Lewis(x) determinant linked β-(1→6) to a linear trimannosyl core and the precursor pentasaccharide lacking fucose

Phenyl 2,3,4-tri-O-acetyl-6-O-chloroacetyl-1-thio-α,β-mannopyranoside (5) was condensed with benzyl O-(2,3,4-tri-O-benzyl-β-D-mannopyranosyl)-(1→6)-2,3,4-tri-O-benzyl-α -D-mannopyranoside (12) in the presence of NIS-triflic acid to give, after removal of the chloroacetyl group, the key intermediate, benzyl O-(2,3,4-tri-O-acetyl-α-D-mannopyranosyl)-(1→6)-O-(2,3,4-tri-O-benzy l-β-D-mannopyranosyl)-(1→6)-2,3,4-tri-O-benzyl-α-D-mannopyranoside (14). A similar condensation of 6 and 7 with acceptor 14, followed by the removal of protecting groups, afforded 16 and 18, respectively. These compounds are expected to be useful in specificity studies of an antibody raised against a related, synthetic antigen that we are recurrently investigating.