79157-02-1

Basic information

• Product Name: benzyl O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1<*>3)-O-(2,4,6-tri-O-acetyl-β-D-mannopyranosyl)-(1<*>4)-O-(2-acetamido-3,6-di-O-acetyl-2-deoxy-β-D-glucopyranosyl)-(1<*>4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside
• CAS NO: 79157-02-1
• Molecular Weight: 1397.4
• Mol File: 79157-02-1.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: benzyl O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1<*>3)-O-(2,4,6-tri-O-acetyl-β-D-mannopyranosyl)-(1<*>4)-O-(2-acetamido-3,6-di-O-acetyl-2-deoxy-β-D-glucopyranosyl)-(1<*>4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: benzyl O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1<*>3)-O-(2,4,6-tri-O-acetyl-β-D-mannopyranosyl)-(1<*>4)-O-(2-acetamido-3,6-di-O-acetyl-2-deoxy-β-D-glucopyranosyl)-(1<*>4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside(79157-02-1)
• EPA Substance Registry System: benzyl O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1<*>3)-O-(2,4,6-tri-O-acetyl-β-D-mannopyranosyl)-(1<*>4)-O-(2-acetamido-3,6-di-O-acetyl-2-deoxy-β-D-glucopyranosyl)-(1<*>4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside(79157-02-1)

Safety Data

• Hazardous Substances Data: 79157-02-1(Hazardous Substances Data)

Upstream product

• 91327-32-1 C₃₈H₅₂ClNO₂₄ 
• 55287-49-5 benzyl 2-acetamido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside 
• 71216-86-9 O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1<*>3)-O-(2,4,6-tri-O-acetyl-β-D-mannopyranosyl)-(1<*>4)-2-methyl-(2-acetamido-3,6-di-O-acetyl-1,2-dideoxy-α-D-glucopyrano)-<2,1-d>2-oxazoline 

Relevant articles and documents

THE SYNTHESIS OF A TRISACCHARIDE AND A TETRASACCHARIDE LIPID INTERMEDIATE. P1-DOLICHYL P2-4)-O-(2-ACETAMIDO-2-DEOXY-β-D-GLUCOPYRANOSYL)-(1->4)-2-ACETAMIDO-2-DEOXY-α-D-GLUCOPYRANOSYL> DIPHOSPHATE AND P1-DOLICHYL P2-3)-O-β...

Synthetic benzyl O-(2,3,4,6-tetra-O-acetyl-β-D-mannopyranosyl)-(1->4)-O-(2-acetamido-3,6-di-O-acetyl-2-deoxy-β-D-glucopyranosyl)-(1->4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranosyide was converted, by catalic hydrogenolysis of the benzyl groups, followed by treatment with acetyl chloride-hydrogen chloride and then "chloride-ion catalysis", into O-(2,3,4,6-tetra-O-acetyl-β-D-mannopyranosyl)-(1->4)-O-(2-acetamido-3,6-di-O-acetyl-2-deoxy-β-D-glucopyranosyl)-(1->4)-2-methyl-(3,6-di-O-acetyl-1,2-dideoxy-α-D-glucopyrano)--2-oxazoline.This compound was phosphorylated by treatment with dibenzyl phosphate under strictly anhydrous conditions to give after catalytic hydrogenolysis, a peracetyl trisaccharide phosphate.This was coupled with P1-dolichyl P2-diphenyl diphosphate to give, after O-deacetylation, P1-dolichyl P2-4)-O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-(1->4)-2-acetamido-2-deoxy-α-D-glucopyranosyl> diphosphate, a trisaccharide "lipid intermediate".O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1->3)-O-(2,4,6-tri-O-acetyl-β-D-mannopyranosyl)-(1->4)-O-(2-acetamido-3,6-di-O-acetyl-2-deoxy-β-D-glucopyranosyl)-(1->4)-(2-acetamido-3,6,-di-O-acetyl-2-deoxy-α-Dglucopyranosyl) phosphate, synthesized from O-α-D-mannopyranosyl-(1->3)-O-β-D-mannopyranosyl-(1->4)-2-acetamido-2-deoxy-D-glucopyranose that had been isolated from mannosidosis urine was coupled with P1-dolichyl P2-diphenyl diphosphate to give, after O-deacetylation, P1-dolichyl P2-3)-O-β-D-mannopyranosyl-(1->4)-O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-(1->4)-2-acetamido-2-deoxy-α-D-glucopyranosyl> diphosphate, a tetrasaccharide "lipid intermediate".