65518-53-8

Basic information

• Product Name: methyl 2,3,4-tri-O-benzyl-6-O-tosyl-α-D-mannopyranoside
• Synonyms: methyl 2,3,4-tri-O-benzyl-6-O-tosyl-α-D-mannopyranoside
• CAS NO: 65518-53-8
• Molecular Weight: 618.748
• Mol File: 65518-53-8.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: methyl 2,3,4-tri-O-benzyl-6-O-tosyl-α-D-mannopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 2,3,4-tri-O-benzyl-6-O-tosyl-α-D-mannopyranoside(65518-53-8)
• EPA Substance Registry System: methyl 2,3,4-tri-O-benzyl-6-O-tosyl-α-D-mannopyranoside(65518-53-8)

Safety Data

• Hazardous Substances Data: 65518-53-8(Hazardous Substances Data)

Upstream product

• 7177-79-9 methyl 2,3-di-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside 
• 1125-88-8 benzaldehyde dimethyl acetal 
• 194149-26-3 methyl 2,3:4,6-di-O-benzylidene-α-D-mannopyranoside 
• 617-04-9 (2R,3S,4S,5S,6S)-2-(hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triol 
• 51842-18-3 methyl 2,3-di-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside 
• 34212-64-1 methyl 2,3,4-tri-O-benzyl-α-D-mannopyranoside 
• 98-59-9 p-toluenesulfonyl chloride 
• 186540-03-4 tert-Butyl-diphenyl-((2R,3R,4S,5S,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-silane 
• 131089-34-4 3-O-benzoyl-6-O-(t-butyldiphenyl)silyl-α-D-mannopyranoside 

Downstream Products

• 220129-77-1 1-methyl-6-azido-2,3,4-tri-O-benzyl-6-deoxy-α-D-mannopyranoside 
• 15814-59-2 (2S,3S,4S,5S,6R)-2-methoxy-6-methyltetrahydro-2H-pyran-3,4,5-triol 
• 911484-78-1 methyl 6-S-acetyl-2,3,4-tri-O-benzyl-6-deoxy-6-thio-α-D-mannopyranoside 
• 291753-79-2 methyl 2,3,4-tri-O-benzyl-6-deoxy-6-iodo-α-D-manno-pyranoside 
• 89401-16-1 2,3,4-tri-O-benzyl-β-D-rhamnopyranosyl α-L-rhamnopyranoside 
• 89401-16-1 2,3,4-tri-O-benzyl-α-D-rhamnopyranosyl α-L-rhamnopyranoside 
• 603962-00-1 2,3,4-tri-O-benzyl-α-D-rhamnopyranose 
• 89401-15-0 2,3,4-tri-O-benzyl-β-D-rhamnopyranosyl 2,3,4-tri-O acetyl-α-L-rhamnopyranoside 
• 89401-15-0 2,3,4-tri-O-benzyl-α-D-rhamnopyranosyl 2,3,4-tri-O acetyl-α-L-rhamnopyranoside 
• 220129-85-1 2,4,6-tri-O-benzyl-3-O-methoxycarbonylmethyl-β-D-galactopyranosyl-(1-1)-6-azido-2,3,4-tri-O-benzyl-6-deoxy-α-D-mannopyranoside 
• 220129-80-6 6-azido-2,3,4-tri-O-benzyl-6-deoxy-α-D-mannopyranosyl fluoride 
• 33639-74-6 methyl 2,3,4-tri-O-benzyl-α-D-rhamnopyranoside 

Relevant articles and documents

Synthesis and binding affinity analysis of α1-2- and α1-6-O/S-linked dimannosides for the elucidation of sulfur in glycosidic bonds using quartz crystal microbalance sensors

The role of sulfur in glycosidic bonds has been evaluated using quartz crystal microbalance methodology. Synthetic routes towards α1-2- and α1-6-linked dimannosides with S- or O-glycosidic bonds have been developed, and the recognition properties assessed in competition binding assays with the cognate lectin concanavalin A. Mannose-presenting QCM sensors were produced using photoinitiated, nitrene-mediated immobilization methods, and the subsequent binding study was performed in an automated flow-through instrumentation, and correlated with data from isothermal titration calorimetry. The recorded Kd-values corresponded well with reported binding affinities for the O-linked dimannosides with affinities for the α1-2-linked dimannosides in the lower micromolar range. The S-linked analogs showed slightly disparate effects, where the α1-6-linked analog showed weaker affinity than the O-linked dimannoside, as well as positive apparent cooperativity, whereas the α1-2-analog displayed very similar binding compared to the O-linked structure.

Direct C-H amination of arenes with alkyl azides under rhodium catalysis

New horizons in the utility of azides: The rhodium-catalyzed intermolecular direct C-H amination of arenes with alkyl azides provides a convenient route to N-alkyl anilines (see scheme; DG=directing group). Alkyl azides with a wide range of functional groups reacted readily with various substrates, including benzamides, aromatic ketones, and flavones. Copyright

Synthesis of analogs of 1,1-linked galactosyl mannoside as mimetics of sialyl Lewis X tetrasaccharide

Methods have been developed for the incorporation of hydrophobic groups with and without positive or negative charge to position-6 of the mannose residue in the 1,1-linked disaccharide as mimetics of sialyl Lewis X tetrasaccharide in order to enhance binding affinity to selectins.