263358-70-9

Upstream product

• 263358-72-1 4-Methyl-benzoic acid (2S,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-dodecylsulfanyl-tetrahydro-pyran-3-yl ester 
• 263358-71-0 C₄₃H₄₂O₈ 
• 20672-66-6 3,4,6-tri-O-benzyl-D-glucopyranose 
• 263358-64-1 ethyl 3-O-acetyl-6-O-benzyl-1,2-deoxy-2-N-phthalimido-1-thio-β-D-glucopyranoside 
• 263358-65-2 3,4,6-tri-O-benzyl-2-O-p-toluoyl-β-D-glucopyranosyl phenylcarbonate 

Relevant academic research and scientific papers

The trityl tetrakis(pentafluorophenyl)borate catalyzed stereoselective glycosylation using new glycosyldonor, 3,4,6-Tri-O-benzyl-2-O-p-toluoyl-β-D-glucopyranosyl phenylcarbonate

The trityl tetrakis(pentafluorophenyl)borate [TrB(C6F5)4] catalyzed stereoselective synthesis of various disaccharides was successfully carried out by treating a new 2-O-acyl-protected glycosyl donor, 3,4,6-tri-O-benzyl-2-O-p-toluoyl-β-D-glucopyranosyl phenylcarbonate, with several glycosyl acceptors, thioglycosides, affording the corresponding disaccharides in high yields.

Stereoselective glycosylation of thioglycosides promoted by respective combinations of N-Iodo-or N-Bromosuccinimide and trityl tetrakis(pentafluorophenyl)borate. Application to one-pot sequential synthesis of trisaccharide

New highly effective promoter system for the glycosylation of thioglycoside, the combined use of stoichiometric amount of either N-iodosuccinimide or N-bromosuccinimide and a catalytic amount of TrB(C6F5)4, was developed and was successfully applied to the one-pot sequential synthesis of trisaccharides. In the first glycosylation step, 3,4,6-tri-O-benzyl-2-O-p-toluoyl-β-D-glucopyranosyl phenylcarbonate was treated with thioglycosides in the presence of a catalytic amount of TrB(C6F5)4 alone, and the following glycosylation with methyl α-D-glycosides was carried out by further addition of either N-iodosuccinimide or N-bromosuccinimide to the initially resulted reaction mixture to afford the corresponding trisaccharides in one-pot manner.