115196-83-3

Basic information

• Product Name: methyl 4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranoside
• Synonyms: methyl 4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranoside
• CAS NO: 115196-83-3
• Molecular Weight: 293.323
• Mol File: 115196-83-3.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: methyl 4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranoside(115196-83-3)
• EPA Substance Registry System: methyl 4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranoside(115196-83-3)

Safety Data

• Hazardous Substances Data: 115196-83-3(Hazardous Substances Data)

Upstream product

• 20881-80-5 (2S,3S,4S,5S,6R)-5-azidotetrahydro-2-methoxy-6-methyl-2H-pyran-3,4-diol 
• 100-39-0 benzyl bromide 
• 81927-55-1 O-benzyl 2,2,2-trichloroacetimidate 
• 115479-44-2 methyl 6-deoxy-2,3-O-isopropylidene-4-O-trifluoromethanesulfonyl-α-D-talopyranoside 
• 115196-82-2 methyl 2-O-acetyl-4-azido-4,6-dideoxy-α-D-mannopyranoside 
• 115479-45-3 methyl 4-azido-4,6-dideoxy-2,3-O-isopropylidene-α-D-mannopyranoside 
• 22932-34-9 methyl 6-deoxy-6-iodo-2,3-O-isopropylidene-α-D-mannopyranoside 
• 14133-63-2 methyl 2,3-O-isopropylidene-α-D-rhamnopyranoside 
• 112612-45-0 methyl 2,3-O-isopropylidene-6-O-p-toluenesulfonyl-α-D-mannopyranoside 
• 15830-64-5 methyl 6-deoxy-2,3-O-isopropylidene-4-O-(methylsulfonyl)-α-D-talopyranoside 
• 15830-63-4 methyl 6-deoxy-2,3-O-isopropylidene-α-D-lyxo-hexopyranosid-4-ulose 
• 104846-19-7 methyl 6-deoxy-2,3-O-isopropylidene-α-D-talopyranoside 
• 63167-69-1 methyl 2,3-O-isopropylidene-α-D-mannopyranoside 
• 117514-14-4 methyl 6-deoxy-4-O-(methylsulfonyl)-α-D-talopyranoside 

Downstream Products

• 115196-88-8 methyl O-(2-O-acetyl-4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl)-(1->2)-O-(4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl)-(1->2)-4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranoside 
• 115493-89-5 methyl 4-azido-2-O-acetyl-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl(1→2)4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranoside 
• 134407-39-9 methyl O-(2-O-acetyl-3,4-di-O-benzyl-α-D-rhamnopyranosyl)-(1->2)-O-(4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl)-(1->2)-4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranoside 
• 134407-42-4 methyl 2-O-(2-O-acetyl-3,4-di-O-benzyl-α-D-rhamnopyranosyl)-4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranoside 
• 208580-09-0 methyl 4-azido-3-O-benzyl-4,6-dideoxy-2-O-ethyl-α-D-mannopyranoside 
• 208580-10-3 methyl 4-azido-3-O-benzyl-4,6-dideoxy-2-O-propyl-α-D-mannopyranoside 
• 117107-69-4 1,2-Di-O-acetyl-4-azido-4,6-dideoxy-3-O-benzyl-α-D-mannopyranoside 
• 182273-57-0 2-(trimethylsilyl)ethyl 4-azido-2-O-benzoyl-3-O-benzyl-4,6-dideoxy-α-D-mannopyranoside 
• 172471-79-3 2-(trimethylsilyl)ethyl 4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranoside 
• 172471-71-5 2-(trimethylsilyl)ethyl 4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranosyl-(1→2)-4-azido-3-O-benzyl-4,6-dideoxy-α-D-mannopyranoside 

Relevant articles and documents

Design and synthesis of a universal antigen to detect brucellosis

Upgrading diagnostics: A universal antigen has been prepared for the detection of brucellosis caused by any Brucella species that express a smooth lipopolysaccharide. This nonasaccharide, which encompasses Brucella A- and M-antigenic determinants, is uniquely available only by chemical synthesis. Copyright

The design and synthesis of antibody binding site probes: three pentasaccharide analogues of the Brucella A antigen prepared by activation in situ of thioglycosides with bromine

Three pentasaccharide analogues of the Brucella A antigen 2)-α-D-Rhap4NFo-(1--> >n, each with one formamido group replaced by a hydroxyl group, have been prepared as their methyl glycosides.Mono- and di-saccharide thioglycosides of D-rhamnose and 4-azido-4,6-dideoxy-D-mannose were used as glycosyl donors for the preparation of protected pentasaccharide derivatives with trisaccharides as intermediates.Glycosylations were performed by activation in situ of the thioglycosides with bromine in the presence of a glycosyl acceptor and silver triflate as promoter.Reduction of the azido groups with hydrogen sulfide, N-formylation with ethyl formate, and hydrogenolysis then gave the target pentasaccharides.

SYNTHESIS OF ANTIGENIC DETERMINANTS OF THE Brucella A ANTIGEN, UTILIZING METHYL 4-AZIDO-4,6-DIDEOXY-α-D-MANNOPYRANOSIDE EFFICIENTLY DERIVED FROM D-MANNOSE

A strategy for the synthesis of Brucella O-antigenic determinants containing 2-linked 4,6-dideoxy-4-formamido-α-D-mannopyranosyl residues is described.The approach adopted also permits the N-acyl moiety to be varied.A high-yield synthesis of methyl 4-azid