848850-44-2

Upstream product

• 55682-57-0 1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-β-D-glucopyranose 
• 67124-60-1 3,4,6-Tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranosyl bromide 
• 848850-42-0 1,6-anhydro-2-azido-2-deoxy-3-O-benzyl-4-O-(tert-butyldimethylsilyl)-β-D-glucopyranose 
• 100-39-0 benzyl bromide 
• 88261-51-2 1,6-anhydro-2-azide-4-O-(tert-buthyldimethylsilyl)-2-deoxy-β-D-glucopyranose 
• 1228176-38-2 C₂₇H₄₄Cl₃NO₉S 

Downstream Products

• 848850-47-5 1,6-di-O-acetyl-2-azido-3-O-benzyl-4-O-(3,4,6-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranosyl)-2-deoxy-D-glucopyranose 
• 1228176-39-3 C₃₀H₃₇Cl₃N₂O₁₄ 

Relevant academic research and scientific papers

Synthetic construction of a fucosyl chitobiose as an allergen-associated carbohydrate epitope and the glycopolymer involving highly clustered trisaccharidic sequences

Synthetic construction of fucosyl chitobiose [GlcNAcβ1→4(Fucα1→3)GlcNAc] as an allergy-associated carbohydrate epitope was accomplished from three building blocks. The trisaccharidic unit was further transformed into a carbohydrate monomer and polymerization of the glycomonomer proceeded smoothly to provide a series of glycopolymers having various carbohydrate densities. In addition to the organic syntheses, biological evaluations of the glycomonomer and the polymers were carried out and sugar-clustering effects were observed.

α:β Selectivity in the synthesis of 3-substituted, 4-methyl umbelliferone glycosides of N-acetyl glucosamine and chitobiose

The influence of phenolic acceptor nucleophilicity; for example, 3-substituted, 4-methylumbelliferones, and glycosyl donor electrophilicity; for example, 3- and 4-substituted N-acetylglucosamines, on glycosylation stereochemistry has been evaluated. In a systematic comparison, the stereochemical outcome as well as the reaction yield appeared to be influenced by the 3- and 4-substituents of the donor as well as the 3-substituent of the aryl acceptor. In the context of synthesizing a fluorogenic substrate for oligosaccharyltransferase, an α-glycoside was desired. Although most acceptor-donor pairs led to predominantly or exclusively the β-glycoside, reaction of the most activated (3,4-di-O-benzyl) donor and the least nucleophilic acceptor (3-Br), resulted in a 1:1 ratio of α,β arylglycosides.