195875-44-6

Upstream product

• 34212-64-1 methyl 2,3,4-tri-O-benzyl-α-D-mannopyranoside 
• 65827-59-0 2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl chloride 
• 215794-85-7 pyrimidin-2-yl 2-O-acetyl-3,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside 
• 108-24-7 acetic anhydride 
• 76251-67-7 methyl 3,4,6-tri-O-benzyl-α-D-mannopyranosyl-(1→6)-2,3,4-tri-O-benzyl-α-D-mannopyranoside 
• 187226-47-7 O-(2-O-acetyl-3,4,6-tri-O-benzyl-α/β-D-mannopyranosyl)trichloroacetimidate 
• 108869-64-3 2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl trichloroacetimidate 
• 2595-06-4 (2S,3S,4S,5R,6R)-3,4,5-Tris-benzyloxy-2-methoxy-6-trityloxymethyl-tetrahydro-pyran 
• 16697-49-7 3,4,6-tri-O-benzyl-1,2-O-(methoxyethylidene)-β-D-mannopyranose 
• 130525-72-3 ethyl 2-O-acetyl-3,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside 
• 20672-66-6 3,4,6-tri-O-benzyl-D-mannopyranose 
• 7177-79-9 methyl 2,3-di-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside 
• 68567-54-4 1,2-di-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranoside 
• 194149-26-3 methyl 2,3:4,6-di-O-benzylidene-α-D-mannopyranoside 

Downstream Products

• 78962-39-7 methyl α-D-mannopyranosyl-(1→6)-α-D-mannopyranoside 
• 183885-26-9 methyl 2,3,4-tri-O-benzyl-6-O-(3,4-di-O-benzyl-α-D-mannopyranosyl)-α-D-mannopyranoside 
• 183885-23-6 methyl 2,3,4-tri-O-benzyl-6-O-(2,6-di-O-acetyl-3,4-di-O-benzyl-α-D-mannopyranosyl)-α-D-mannopyranoside 
• 76251-67-7 methyl 3,4,6-tri-O-benzyl-α-D-mannopyranosyl-(1→6)-2,3,4-tri-O-benzyl-α-D-mannopyranoside 

Relevant academic research and scientific papers

Synthesis and structural investigation of a series of mannose-containing oligosaccharides using mass spectrometry

A series of compounds associated with naturally occurring and biologically relevant glycans consisting of α-mannosides were prepared and analyzed using collision-induced dissociation (CID), energy-resolved mass spectrometry (ERMS), and 1H nucle

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.

Microreactor-based reaction optimization in organic chemistry - Glycosylation as a challenge

Glycosylation reactions are performed rapidly over a wide range of conditions as an example of microreactor-based method optimization and process development in organic chemistry. The Royal Society of Chemistry 2005.

Synthesis of a tetrasaccharide fragment of cobra venom factor oligosaccharide

Synthesis of a tetrasaccharide fragment, α-L-Fuc-(1→3)-β-D-GlcNAc-(1→2)-α-D-Man-(1→6)-α-D-Man-OMe of the cobra venom factor (CVF) oligosaccharide is described. Copyright (C) 1999 Elsevier Science Ltd.

Synthesis of laminin hexasaccharide analogue

The synthesis of laminin hexasaccharide analogue di-O-[Gal-β-(1→4)-Glc-β]-(1→2)-(1→6)-man-α- (1→6)-man-α-Me derivative (1) was achieved with 1,2-anhydromannopyranose benzyl ether (3) as the key intermediate. Coupling of 3 with methyl 2,3,4-tri-O-benzyl-α-D-mannopyranoside (4) promoted by ZnCl2 gave methyl 2,3,4-tri-O-benzyl-6-O-(3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-α-D- mannopyranoside (2a). Selective 6-O-debenzylation of 2b with ZnCl2-Ac2O-HOAc followed by coupling with acetobromolactopyranose afforded 1.

Synthesis and glycosylation of pyrimidin-2-yl 1-thio-α-D-manno- and -α-L-rhamnopyranoside

Pyrimidin-2-yl 2,3,4,6-tetra-O-benzyl-1-thio-α-D-mannopyrano side (9), pyrimidin-2-yl 2,3,4-tri-O-benzyl-α-L-rhamnopyranoside (10), pyrimidin-2-yl 2-O-acetyl-3,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside (7), and pyrimidin-2-yl 2-O-acetyl-3,4-di-O-benzyl-1-thio-α-L-rhamnopyranoside (8) were prepared almost quantitatively from the corresponding protected 1,2-O-methoxyethylidene-β-D-manno-or-β-L-rhamnopyranose with 2-mercaptopyrimidine in the presence of mercuric bromide. Coupling reactions of the thioglycosides promoted by silver triflate with suitable glycosyl acceptors afforded 1,2-trans linked disaccharides. Copyright (C) 1998 Elsevier Science Ltd.