95451-86-8

Basic information

• Product Name: 1,6-anhydro-2-azido-4-O-<(2-azido-2-deoxy-β-D-mannopyranosyl)uronic acid>-3-O-benzyl-2-deoxy-β-D-glucopyranose
• Synonyms: 1,6-anhydro-2-azido-4-O-<(2-azido-2-deoxy-β-D-mannopyranosyl)uronic acid>-3-O-benzyl-2-deoxy-β-D-glucopyranose
• CAS NO: 95451-86-8
• Molecular Weight: 478.418
• Mol File: 95451-86-8.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 1,6-anhydro-2-azido-4-O-<(2-azido-2-deoxy-β-D-mannopyranosyl)uronic acid>-3-O-benzyl-2-deoxy-β-D-glucopyranose(CAS DataBase Reference)
• NIST Chemistry Reference: 1,6-anhydro-2-azido-4-O-<(2-azido-2-deoxy-β-D-mannopyranosyl)uronic acid>-3-O-benzyl-2-deoxy-β-D-glucopyranose(95451-86-8)
• EPA Substance Registry System: 1,6-anhydro-2-azido-4-O-<(2-azido-2-deoxy-β-D-mannopyranosyl)uronic acid>-3-O-benzyl-2-deoxy-β-D-glucopyranose(95451-86-8)

Safety Data

• Hazardous Substances Data: 95451-86-8(Hazardous Substances Data)

Upstream product

• 2873-29-2 D-glucal triacetate 
• 55682-57-0 1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-β-D-glucopyranose 
• 95451-83-5 1,6-Anhydro-2-azido-4-O-(2-azido-2-desoxy-β-D-mannopyranosyl)-3-O-benzyl-2-desoxy-β-D-glucopyranose 
• 68733-20-0 1,3,4,6-tetra-O-acetyl-2-azido-2-deoxy-α-D-mannopyranoside 
• 97783-74-9 1,6-Anhydro-2-azido-3-O-benzyl-2-desoxy-4-O-(3,4,6-tri-O-acetyl-2-azido-2-desoxy-β-D-mannopyranosyl)-β-D-glucopyranose 
• 95451-93-7 3,4,6-Tri-O-acetyl-2-azido-2-deoxy-α-D-mannopyranosyl bromide 

Downstream Products

• 109898-65-9 1,6-anhydro-2-azido-3-O-benzyl-4-O--2-desoxy-β-D-glucopyranose 
• 109898-83-1 8-Methoxycarbonyloctyl-O--(1->4)-O-(2-acetamido-6-O-acetyl-3-O-benzyl-2-desoxy-α-D-glucopyranosyl)-(1->3)4-acetamido-2-O-benzyl-4,6-didesoxy-α-D-galactopyranosid 
• 109898-91-1 2-Acetamido-1,6-di-O-acetyl-3-O-benzyl-4-O--2-desoxy-α-D-glucopyranose 
• 109898-72-8 2-Acetamido-1,6-di-O-acetyl-3-O-benzyl-4-O--2-desoxy-β-D-glucopyranose 
• 97783-76-1 (2S,3S,4R,5S,6R)-3,4-Diacetoxy-6-((2R,3S,4R,5R)-6-acetoxy-2-acetoxymethyl-5-azido-4-benzyloxy-tetrahydro-pyran-3-yloxy)-5-azido-tetrahydro-pyran-2-carboxylic acid benzyl ester 
• 97783-79-4 (2S,3S,4R,5S,6R)-3,4-Diacetoxy-6-((2R,3S,4R,5R)-2-acetoxymethyl-5-azido-4-benzyloxy-6-chloro-tetrahydro-pyran-3-yloxy)-5-azido-tetrahydro-pyran-2-carboxylic acid benzyl ester 
• 97783-81-8 C₅₅H₆₉N₉O₁₈ 
• 97783-75-0 1,6-Anhydro-2-azido-3-O-benzyl-4-O--2-desoxy-β-D-glucopyranose 

Relevant articles and documents

Synthesis of trisaccharide determinants of enterobacterial common antigens

In the presence of silver silicate, the reaction of 3,4,6-tri-O-acetyl-2-azido-2-deoxy-alpha-D-mannopyranosyl bromide with 1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-beta-D-glucopyranose gave beta-glycosidically linked 1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-4-O-(3,4,6- tri-O-acetyl-2-azido-2-deoxy-beta-D-mannopyranosyl)-beta-D- glucopyranose. After deacetylation and catalytic oxidation with oxygen and platinum, 1,6-anhydro-2-azido-4-O-[(2-azido-2-deoxy-beta-D-mannopyranosyl) uronic acid]-3-O-benzyl-2-deoxy-beta-D-glucopyranose was obtained. A series of intermediate steps led to the glycosyl donor 6-O-acetyl-2-azido-3-O-benzyl-4-O-[benzyl (3,4-di-O-acetyl-2-azido-2-deoxy-beta-D-mannopyranosyl)uronate]-2-deoxy- alpha, beta-glucopyranosyl chloride which was coupled with 8-methoxycarbonyloctyl 4-azido-2-O-benzyl-4,6-dideoxy-alpha-D-galactopyranoside to give 8-methoxycarbonyloctyl O-[benzyl (3,4-di-O-acetyl-2-azido-2-deoxy-beta-D-mannopyranosyl)uronate]- (1----4)-O-(6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-alpha-D-glucopyranosyl )-(1----3)-4-azido-2-O-benzyl-4,6-dideoxy-alpha-D-galactopyranoside. Deblocking gave the spacer-linked repeating unit of the enterobacterial common antigen, beta-D-ManpNAcA-(1----4)-alpha-D-GlcpNAc-(1----3)-alpha- D-Fucp4NACO(CH2)8CO2CH3.

Darstellung von β-glycosidisch verknuepften Sacchariden der 2-Amino-2-desoxy-D-mannose und der 2-Amino-2-desoxy-D-mannuronsaeure

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