848618-22-4

Upstream product

• 176257-50-4 3-(6'-azido-2',3',4'-tri-O-benzyl-6'-deoxy-α-D-glucopyranosyl)-1-propene 
• 74-88-4 methyl iodide 

Downstream Products

• 886552-61-0 (1R,6R,7S,8R,9R,10R,15R,16S,17R,18R)-8,17-Bis-benzyloxy-7,9,16,18-tetramethoxy-19,20-dioxa-3,12-diaza-tricyclo[13.3.1.1^6,10]icosane-3,12-dicarboxylic acid di-tert-butyl ester 
• 886552-45-0 (1R,6R,7S,8R,9R,10R,15R,16S,17R,18R)-8,17-Bis-benzyloxy-7,9,16,18-tetramethoxy-19,20-dioxa-3,12-diaza-tricyclo[13.3.1.1^6,10]icosane 
• 886552-59-6 (1R,6S,7S,8R,9R,10R,15S,16S,17R,18R)-8,17-Bis-benzyloxy-7,9,16,18-tetramethoxy-19,20-dioxa-3,12-diaza-tricyclo[13.3.1.1^6,10]icosane 
• 886552-43-8 (3E,12E)-(1R,6R,7S,8R,9R,10R,15R,16S,17R,18R)-8,17-Bis-benzyloxy-7,9,16,18-tetramethoxy-19,20-dioxa-3,12-diaza-tricyclo[13.3.1.1^6,10]icosa-3,12-diene 
• 886552-57-4 (3E,12E)-(1R,6S,7S,8R,9R,10R,15S,16S,17R,18R)-8,17-Bis-benzyloxy-7,9,16,18-tetramethoxy-19,20-dioxa-3,12-diaza-tricyclo[13.3.1.1^6,10]icosa-3,12-diene 
• 886552-55-2 (6'-azido-3'-O-benzyl-6'-deoxy-2',4'-di-O-methoxy-β-D-glucopyranosyl)-acetaldehyde 
• 886552-41-6 (6'-azido-3'-O-benzyl-6'-deoxy-2',4'-di-O-methyl-α-D-glucopyranosyl)-acetaldehyde 

Relevant academic research and scientific papers

Regioselective debenzylation of C-glycosyl compounds by boron trichloride

Boron trichloride has been found to promote selective deprotection of 1,2- or 1,3-cis oriented secondary benzyl ethers of per-benzylated C-glycosyl derivatives. The reactivity towards BCl3 follows the order: C-4 ≥ C-2 > C-6 > C-3 for C-glucopyranosyl derivatives and C-3 ≥ C-4 > C-6 > C-2 for C-galactopyranosyl derivatives. Preparatively useful selective debenzylation at secondary positions was possible after careful control of reaction conditions.