65236-87-5

Upstream product

• 67-56-1 methanol 
• 165877-99-6 2,3,4,6-tetra-O-Bz-β-D-glucopyranosyl bromide 
• 1067-52-3 tributyltin methoxide 
• 98-88-4 benzoyl chloride 
• 1152-39-2 p-methylphenyl 1-thio-β-D-glucopyranoside 
• 114682-36-9 β-1-bromo-2,3,4,6-tetra-O-benzoyl-α-D-glucopyranoside 
• 172847-85-7 (2R,3R,4S,5R,6S)-2-((benzoyloxy)methyl)-6-(p-tolylthio)tetrahydro-2H-pyran-3,4,5-triyl tribenzoate 
• 14218-11-2 2,3,4,6-Tetra-O-benzoyl-α-D-mannopyranosyl bromide 

Downstream Products

• 98467-54-0 1,2-O-(α-methoxybenzylidene)-β-D-mannopyranose 
• 1391727-78-8 phenyl 6-O-(2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl)-2,3,4-tri-O-methyl-1-thio-α-D-mannopyranoside 
• 6605-40-9 methyl 2,3,4,6-tetra-O-benzoyl-α-D-mannopyranoside 
• 1391727-77-7 pent-4-enyl 3,4-di-O-benzoyl-6-O-(2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl)-2-deoxy-2-phthalimido-β-D-glucopyranoside 
• 1391727-71-1 benzyl 6-O-(2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl)-2,3,4-tri-O-benzyl-β-D-glucopyranoside 
• 6605-40-9 methyl 2,3,4,6-tetra-O-benzyl-β-D-glucopyranoside 
• 627466-98-2 2,3,4,6-tetra-O-benzoyl-α,β-D-mannospyranose 
• 439-01-0 2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl fluoride 

Relevant academic research and scientific papers

Environmentally benign synthesis of sugar orthoesters promoted by anhydrous sodium acetate and ultrasound

A convenient and alternative procedure for the synthesis of sugar orthoesters from glycosyl bromides with anhydrous sodium acetate as base under ultrasound irradiation is described. Various sugar and sugar-sugar orthoesters were prepared in 70%-91% isolat

A facile method for the preparation of sugar orthoesters promoted by anhydrous sodium bicarbonate

A facile and eco-friendly method for the preparation of sugar orthoesters by using anhydrous sodium bicarbonate is described. Various sugar orthoesers, including sugar sugar orthoesters, were synthesized in good-to-excellent yields by the reaction of a pr

Synthesis of a core arabinomannan oligosaccharide of Mycobacterium tuberculosis

The synthesis of a core arabinomannan (AM) oligosaccharide from Mycobacterium tuberculosis has been achieved using a convergent [6 + 6] glycosylation strategy and a defined set of building blocks. Dodecasaccharide 1, containing the key AM structural featu

Combinatorial synthesis of an oligosaccharide library by using β-bromoglycoside-mediated iterative glycosylation of selenoglycosides: Rapid expansion of molecular diversity with simple building blocks

A new method for constructing an oligosaccharide library composed of structurally defined oligosaccharides is presented based on an iterative glycosylation of selenoglycosides. Treatment of 2-acyl-protected selenoglycosides with bromine selectively generates β-bromoglycosides, which serve as glycosyl cation equivalents in the oligosaccharide synthesis. Thus, the coupling of the bromoglycosides with another selenoglycoside affords the corresponding glycosylated selenoglycosides, which can be directly used to next glycosylation. The iteration of this sequence allows the synthesis of a variety of oligosaccharides including an elicitor active heptasaccharide. A characteristic feature of the iterative glycosylation is that glycosyl donors and acceptors with the same anomeric reactivity can be selectively coupled by activation of the glycosyl donor prior to coupling with the glycosyl acceptor. Therefore, same selenoglycosides can be used for both the glycosyl donors and the acceptors. This feature has been exemplified by a construction of an oligosaccharide library directed to elicitor-active oligosaccharides. The library composed of stereochemically defined oligoglucosides with considerable structural diversity can be constructed starting from simple selenoglycosides.

A new method for the synthesis of stannyl ethers by acid-catalyzed reaction of alcohols with allyltributylstannane

Stannyl ethers are prepared by triflic acid-catalyzed reaction of alcohols with tributylstannane or allyltributylstannane at room temperature. The stannyl ethers thus prepared can be successfully used for the β-bromogycoside-mediated glycosylation reactions.

THIOGLYCOSIDES AS POTENTIAL GLYCOSYL DONORS IN ELECTROCHEMICAL GLYCOSYLATION REACTIONS. PART 1: THEIR PREPARATION AND REACTIVITY TOWARD SIMPLE ALCOHOLS

Costant potential electrolysis of several glycosyl donors such as substituted phenyl 2,3,4,6-tetra-O-acetyl, benzoyl or benzyl-1-thio-β-D-gluco or galactopyranosides in dry acetonitrile in the presence of various primary, secondary or tertiary alcohols performed in an undivided cell, gave preferentially β-linked saccharides in moderate to good yields according to the nature of the protective groups on the sugar moiety. 2-Deoxy-2-phthalimido-1-thio-β-D-gluco derivatives gave the β-glucosides selectively in excellent yields.It was found, as expected, that substitution of the phenyl group with methoxy or methyl radicals facilitates the electrochemical glycosylation reaction by lowering the oxidation potentials of the corresponding thioglycosides.