82703-91-1

Basic information

• Product Name: Benzyl-2,3,4-tri-O-benzyl-6-O-(methyl-5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-didesoxy-D-glycero-α-D-galacto-2-nonulopyranosylonat)-β-D-galactopyranosid
• Synonyms: Benzyl-2,3,4-tri-O-benzyl-6-O-(methyl-5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-didesoxy-D-glycero-α-D-galacto-2-nonulopyranosylonat)-β-D-galactopyranosid
• CAS NO: 82703-91-1
• Molecular Weight: 1014.09
• Mol File: 82703-91-1.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Benzyl-2,3,4-tri-O-benzyl-6-O-(methyl-5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-didesoxy-D-glycero-α-D-galacto-2-nonulopyranosylonat)-β-D-galactopyranosid(CAS DataBase Reference)
• NIST Chemistry Reference: Benzyl-2,3,4-tri-O-benzyl-6-O-(methyl-5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-didesoxy-D-glycero-α-D-galacto-2-nonulopyranosylonat)-β-D-galactopyranosid(82703-91-1)
• EPA Substance Registry System: Benzyl-2,3,4-tri-O-benzyl-6-O-(methyl-5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-didesoxy-D-glycero-α-D-galacto-2-nonulopyranosylonat)-β-D-galactopyranosid(82703-91-1)

Safety Data

• Hazardous Substances Data: 82703-91-1(Hazardous Substances Data)

Upstream product

• 35017-04-0 benzyl 2,3,4-tri-O-benzyl-β-D-galactopyranoside 
• 67670-69-3 N-acetyl-4,7,8,9-tetra-O-acetyl-2-chloro-2-deoxyneuraminic acid methyl ester 
• 528-93-8 silver salicylate 
• 4304-12-5 benzyl β-D-galactopyranoside 
• 108740-39-2 (1S,2R)-1-((2R,3R,4S,6R)-3-acetamido-4,6-diacetoxy-6-(methoxycarbonyl)tetrahydro-2H-pyran-2-yl)propane-1,2,3-triyl triacetate 
• 19342-36-0 2,4,7,8,9-Penta-O-acetyl-N-acetyl-β-D-neuraminsaeure 

Downstream Products

• 82703-93-3 benzyl 2,3,4-tri-O-benzyl-6-O-(methyl 5-acetamido-3,5-dideoxy-α-D-glycero-D-galacto-2-nonulopyranosylonate)-β-D-galactopyranoside 

Relevant articles and documents

Neuraminic acid and related compounds. V. Syntheses of biologically active sialosyl-glycerol derivatives and galactosyl-glycerol derivative

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SYNTHESIS OF 6-O-(5-ACETAMIDO-3,5-DIDEOXY-α-D-glycero-D-galacto-2-NONULOPYRANOSYLONIC ACID)-D-GALACTOSE

Condensation of methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-2-chloro-2,3,5-trideoxy-β-D-glycero-D-galacto-2-nonulopyranosonate with benzyl 2,3,4-tri-O-benzyl-β-D-galactopyranoside, using silver salicylate as promoter, gave benzyl 2,3,4-tri-O-benzyl-6-O-(methyl-5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-α-D-glycero-D-galacto-2-nonulopyranosylonate)-β-D-galactopyranoside (11) as the main product in 65percent yield.Furthermore, the following by-products were formed: methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-2-O-salicyloyl-D-glycero-D-galacto-2-nonulopyranosonate, methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-2,6-anhydro-3,5-dideoxy-D-glycero-D-galacto-non-2-enopyranosonate, and an impure compound that gave, after O-deacetylation and catalytic hydrogenolysis, 6-O-(methyl 5-acetamido-3,5-dideoxy-β-D-glycero-D-galacto-2-nonulopyranosylonate)-D-galactose.O-Deacetylation of 11 gave benzyl 2,3,4-tri-O-benzyl-6-O-(methyl 5-acetamido-3,5-dideoxy-α-D-glycro-D-galacto-2-nonulopyranosylonate)-β-D-galactopyranoside, which was converted into 6-O-(methyl 5-acetamido-3,5-dideoxy-α-D-glycero-D-galacto-2-nonulopyranosylonate)-D-galactose (13) by catalytic hydrogenolysis.Saponification of 13 gave the title compound as its potassium salt.