70209-56-2

Basic information

• Product Name: benzyl 2-acetamido-4-O-(3-O-benzoyl-4,6-O-benzylidene-β-D-galactopyranosyl)-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside
• Synonyms: benzyl 2-acetamido-4-O-(3-O-benzoyl-4,6-O-benzylidene-β-D-galactopyranosyl)-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside
• CAS NO: 70209-56-2
• Molecular Weight: 845.943
• Mol File: 70209-56-2.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: benzyl 2-acetamido-4-O-(3-O-benzoyl-4,6-O-benzylidene-β-D-galactopyranosyl)-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: benzyl 2-acetamido-4-O-(3-O-benzoyl-4,6-O-benzylidene-β-D-galactopyranosyl)-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside(70209-56-2)
• EPA Substance Registry System: benzyl 2-acetamido-4-O-(3-O-benzoyl-4,6-O-benzylidene-β-D-galactopyranosyl)-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside(70209-56-2)

Safety Data

• Hazardous Substances Data: 70209-56-2(Hazardous Substances Data)

Upstream product

• 98-88-4 benzoyl chloride 
• 100-52-7 benzaldehyde 
• 100-39-0 benzyl bromide 
• 70209-54-0 Benzyl-2-acetamido-3,6-di-O-benzyl-2-desoxy-4-O-(β-D-galactopyranosyl)-α-D-glucopyranosid 
• 55287-49-5 benzyl 2-acetamido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside 
• 14146-27-1 benzyl 3-O-benzyl-2-acetamido-2-deoxy-α-D-glucopyranoside 
• 58700-48-4 Benzyl-2-acetamido-3,6-di-O-benzyl-2-desoxy-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-α-D-glucopyranosid 
• 10364-94-0 1-benzoylimidazole 
• 70209-55-1 benzyl 2-acetamido-3,6-di-O-benzyl-4-O-(4,6-O-benzylidene-β-D-galactopyranosyl)-2-deoxy-α-D-glucopyranoside 
• 613-90-1 benzoyl cyanide 

Downstream Products

• 70209-58-4 benzyl O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1<*>2)-O-(4,6-O-benzylidene-β-D-galactopyranosyl)-(1<*>4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside 
• 70209-57-3 benzyl O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1<*>2)-O-(3-O-benzoyl-4,6-O-benzylidene-3-O-benzoyl-β-D-galactopyranosyl)-(1<*>4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside 

Relevant articles and documents

SYNTHESIS OF THE TETRASACCHARIDE O-α-L-FUCOPYRANOSYL-(1->2)-3)>-O-β-D-GALACTOPYRANOSYL-(1->4)-2-ACETAMIDO-2-DEOXY-D-GLUCOPYRANOSE, THE ANTIGENIC DETERMINANT OF HUMAN BLOOD-GROUP B (TYPE 2)

Treatment of benzyl 2-acetamido-3,6-di-O-benzyl-2-deoxy-4-O-β-D-galactopyranosyl-α-D-glucopyranoside with benzaldehyde in the presence of zinc chloride, followed by regioselective benzoylation (N-benzoylimidazole in dichloromethane) provided crystalline benzyl 2-acetamido-4-O-(3-O-benzoyl-4,6-O-benzylidene-β-D-galactopyranosyl)-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside.Condensation of this disaccharide with 2,3,4-tri-O-benzyl-1-O-(N-methylacetimidyl)-β-L-fucopyranose in nitromethane in the presence of p-toluenesulfonic acid and molecular sieves 4 Angstroem gave benzyl O-(2,3,4,-tri-O-benzyl-α-L-fucopyranosyl)-(1->2)-O-(3-O-benzyl-4,6-O-benzylidene-β-D-galactopyranosyl)-(1->4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside.Debenzoylation, followed by condensation with 2,3,4,6-tetra-O-benzyl-1-O-(N-methylacetimidyl)-β-D-galactopyranose under the same conditions provided a tetrasaccharide derivative that was catalytically hydrogenolyzed into the title compound.