78185-14-5

Upstream product

• 88567-49-1 6-O-acetyl-2,3,4-tri-O-benzyl-α/β-D-galactopyranoside 

Downstream Products

• 78139-13-6 6-O-acetyl-2,3,4-tri-O-benzyl-β-D-galactopyranosyl benzylxanthate 
• 78139-17-0 benzyl 6-O-(2-acetamido-3-O-acetyl-4,6-di-O-benzyl-2-deoxy-β-D-glucopyranosyl)-2,3,4-tri-O-benzyl-1-thio-β-D-galactopyranoside 
• 78151-20-9 benzyl 6-O-(2-acetamido-4,6-di-O-benzyl-2-deoxy-β-D-glucopyranosyl)-2,3,4-tri-O-benzyl-1-thio-β-D-galactopyranoside 
• 78139-14-7 benzyl 6-O-acetyl-2,3,4-tri-O-benzyl-1-thio-β-D-galactopyranoside 
• 72333-22-3 benzyl 2,3,4-tri-O-benzyl-1-thio-β-D-galactopyranoside 

Relevant academic research and scientific papers

An easy access to halide ion-catalytic alpha-glycosylation using carbon tetrabromide and triphenylphosphine as multifunctional reagents.

The reaction of a 2-O-benzyl-1-hydroxy sugar with CBr4 and Ph3P generates a glycosyl bromide in situ, which is coupled with an acceptor alcohol in the presence of N,N-tetramethylurea to afford an alpha-glycosyl product virtually quantitatively. In a proposed pathway, the reagent combination plays multiple roles such as the generation of a glycosyl donor, the activation of glycosylation, and the dehydration of the reaction system. These roles allow a simple alpha-glycosylation to be performed without special attention to dehydration. Various alpha-glycosyl (D-gluco-, D-galacto- and L-fuco-) products including glycosyl glycerols and cholesterols have been prepared with this method.