211801-54-6

Upstream product

• 100-39-0 benzyl bromide 
• 959774-86-8 p-methylphenyl 1-thio-β-L-fucopyranoside 
• 73-34-7 6-deoxy-L-galactose 
• 7404-35-5 1,2,3,4-tetra-O-acetyl-L-fucopyranose 
• 80483-13-2 2,3,4-tri-O-acetyl-L-fucopyranosyl bromide 
• 153658-86-7 (2S,3R,4R,5S,6R)-2-methyl-6-(p-tolylthio)tetrahydro-2H-pyran-3,4,5-triyl triacetate 
• 106-45-6 para-thiocresol 

Downstream Products

• 1225180-96-0 6-chlorohexyl 2,3,4-tri-O-benzyl-α-L-fucopyranosyl-(1->3)-N-benzyl-N-benzyloxycarbonyl-2-amino-4,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside 
• 1309835-15-1 C₈₀H₈₆ClN₃O₁₆ 
• 116391-15-2 methyl 2,6-di-O-benzyl-3-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-α-D-galactopyranoside 

Relevant academic research and scientific papers

Mono- and Di-Fucosylated Glycans of the Parasitic Worm S. mansoni are Recognized Differently by the Innate Immune Receptor DC-SIGN

The parasitic worm, Schistosoma mansoni, expresses unusual fucosylated glycans in a stage-dependent manner that can be recognized by the human innate immune receptor DC-SIGN, thereby shaping host immune responses. We have developed a synthetic approach fo

Direct and Regioselective Di-α-fucosylation on the Secondary Rim of β-Cyclodextrin

A straightforward glycosylation method is described to regio- and stereoselectively introduce two α-l-fucose moieties directly to the secondary rim of β-cyclodextrin. Using NMR and MS fragmentation studies, the nonasaccharide structure was determined, which was also visualized using molecular dynamics simulations. The reported glycosylation method proved to be robust on gram-scale, and may be generally applied to directly glycosylate β-cyclodextrins to make well-defined multivalent glycoclusters.

A novel O-fucosylation strategy preactivated by (p-Tol)2SO/Tf2O and its application for the synthesis of Lewis blood group antigen Lewisa

Based on a preactivation strategy using (p-Tol)2SO/Tf2O, a new O-fucosylation method with thioglycoside as donor under mild conditions was reported. High yields and excellent α-stereoselectivities of the fucosylation were obtained wi

Low-concentration 12-trans β-selective glycosylation strategy and its applications in oligosaccharide synthesis

This study develops an operationally easy, efficient, and general 1,2-trans β-selective glycosylation reaction that proceeds in the absence of a C2 acyl function. This process employs chemically stable thioglycosyl donors and low substrate concentrations to achieve excellent β-selectivities in glycosylation reactions. This method is widely applicable to a range of glycosyl substrates irrespective of their structures and hydroxyl-protecting functions. This low-concentration 1,2-trans β-selective glycosylation in carbohydrate chemistry removes the restriction of using highly reactive thioglycosides to construct 1,2-trans β-glycosidic bonds. This is beneficial to the design of new strategies for oligosaccharide synthesis, as illustrated in the preparation of the biologically relevant β-(1-6)-glucan trisaccharide, β-linked Gb3 and isoGb3 derivatives.

Multi-component one-pot synthesis of the tumor-associated carbohydrate antigen globo-H based on preactivation of thioglycosyl donors

(Chemical Equation Presented) Two efficient routes for the rapid assembly of the tumor-associated carbohydrate antigen Globo-H hexasaccharide 2 by a preactivation based iterative one-pot strategy are reported. The first method involves the sequential coup

Programmable one-pot oligosaccharide synthesis

In an effort to develop a broadly applicable approach to the facile one- pot synthesis of oligosaccharides, the reactivity of a number of p- methylphenyl thioglycoside (STol) donors which are either fully protected or have one hydroxyl group exposed has b