82703-90-0

Basic information

• Product Name: (2S,4S,5R,6R)-5-Acetylamino-4-hydroxy-2-((2R,3R,4S,5R)-3,4,5,6-tetrahydroxy-tetrahydro-pyran-2-ylmethoxy)-6-((1R,2R)-1,2,3-trihydroxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl ester
• CAS NO: 82703-90-0
• Molecular Weight: 485.442
• Mol File: 82703-90-0.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (2S,4S,5R,6R)-5-Acetylamino-4-hydroxy-2-((2R,3R,4S,5R)-3,4,5,6-tetrahydroxy-tetrahydro-pyran-2-ylmethoxy)-6-((1R,2R)-1,2,3-trihydroxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,4S,5R,6R)-5-Acetylamino-4-hydroxy-2-((2R,3R,4S,5R)-3,4,5,6-tetrahydroxy-tetrahydro-pyran-2-ylmethoxy)-6-((1R,2R)-1,2,3-trihydroxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl ester(82703-90-0)
• EPA Substance Registry System: (2S,4S,5R,6R)-5-Acetylamino-4-hydroxy-2-((2R,3R,4S,5R)-3,4,5,6-tetrahydroxy-tetrahydro-pyran-2-ylmethoxy)-6-((1R,2R)-1,2,3-trihydroxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl ester(82703-90-0)

Safety Data

• Hazardous Substances Data: 82703-90-0(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 

Relevant articles and documents

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.