40555-23-5

Upstream product

• 100-51-6 benzyl alcohol 
• 25320-99-4 benzyl α-D-glucopyranoside 
• 50-99-7 D-glucose 
• 100-44-7 benzyl chloride 
• 84396-48-5 benzyl 6-O-tryphenylmethyl-α-D-glucopyranoside 
• 76-83-5 trityl chloride 

Downstream Products

• 77988-16-0 benzyl O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1-6)-2,4-di-O-benzyl-α-D-glucopyranoside 
• 77988-17-1 benzyl O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-(1-6)-2,4-di-O-benzyl-α-D-glucopyranoside 
• 77988-15-9 benzyl 3-O-acetyl-2,4-di-O-benzyl-α-D-glucopyranoside 
• 77988-14-8 benzyl 3-O-acetyl-2,4-di-O-benzyl-6-O-triphenylmethyl-α-D-glucopyranoside 

Relevant academic research and scientific papers

ONE-STAGE GLYCOSYLATION USING PROTECTED GLYCOSE: THE SYNTHESIS OF O-β-D-GLUCOPYRANOSYL-(1->3)-O-6)>-D-GLUCOPYRANOSE

The one-stage β-glycosilation of benzyl 3-O-acetyl-2,4-di-O-benzyl-α-D-glucopyranoside ( 1 ) with 2,3,4,6-tetra-O-benzyl-α-D-glucopyranose ( 2 ) using a mixture of p-nitrobenzenesulfonyl chloride, silver trifluoromethanesulfonate, and triethylamine, followed by deacetylation, gave benzyl O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-(1->6)-2,4-di-O-benzyl-α-D-glucopyranoside ( 3 ).The disaccharide derivative 3 was then subjected to the β-glucosylation, followed by catalytic hydrogenation, to afford O-β-D-glucopyranosyl-(1->3)-O-6)>-D-glucopyranose ( 4 ).The key intermediate 1 was prepared from D-glucose by way of a Fischer reaction, triphenylmethylation, a controlled benzylation, and detriphenylmethylation.