128503-36-6

Upstream product

• 100-39-0 benzyl bromide 
• 647832-29-9 1,2-O-(4-penten-1-yl)-orthoacetyl-3,4,6-tri-O-acetyl-α-D-mannopyranose 
• 13242-53-0 acetobromomannose 

Downstream Products

• 647832-30-2 (2R,3R,4S,5S,6S)-3,4-Bis-benzyloxy-2-benzyloxymethyl-6-pent-4-enyloxy-5-(3,4,5-trimethoxy-benzyloxy)-tetrahydro-pyran 
• 647832-35-7 (2R,3R,4S,5S,6S)-3,4-Bis-benzyloxy-2-benzyloxymethyl-5-(3,5-dimethoxy-benzyloxy)-6-pent-4-enyloxy-tetrahydro-pyran 
• 647832-36-8 (2R,3R,4R,4aR,10bR)-3,4-Bis-benzyloxy-2-benzyloxymethyl-7-iodo-8,10-dimethoxy-2,3,4,4a,6,10b-hexahydro-pyrano[3,2-c]isochromene 
• 647832-37-9 (2R,3R,4R,4aR,10bS)-3,4-Bis-benzyloxy-2-benzyloxymethyl-7-iodo-8,10-dimethoxy-2,3,4,4a,6,10b-hexahydro-pyrano[3,2-c]isochromene 
• 647832-31-3 (2R,3R,4R,4aR,10bR)-3,4-Bis-benzyloxy-2-benzyloxymethyl-8,9,10-trimethoxy-2,3,4,4a,6,10b-hexahydro-pyrano[3,2-c]isochromene 
• 647832-33-5 (2R,3R,4R,4aR,10bS)-3,4-Bis-benzyloxy-2-benzyloxymethyl-8,9,10-trimethoxy-2,3,4,4a,6,10b-hexahydro-pyrano[3,2-c]isochromene 
• 123487-56-9 pent-4-enyl 3,4,6-tri-O-benzyl-α-D-mannopyranoside 
• 143706-45-0 4-penten-1-yl 2-O-acetyl-2,3,6-tri-O-benzyl-α-D-glucopyranoside 

Relevant academic research and scientific papers

Intramolecular C-glycosylation of 2-O-benzylated pentenyl mannopyranosides: Remarkable 1,2-trans stereoselectivity

The IDCP-promoted intramolecular C-glycosylation of pentenyl α-mannopyranosides carrying, at O-2, an activated benzyl group gave, unexpectedly, the 1,2-trans-fused bicyclic product which corresponds to an α-C-aryl mannopyranose derivative. This remarkable, strained C-glycosyl compound was rapidly epimerized to the more stable 1,2-cis product on treatment with BF3·Et2O. The IDCP-reaction product could be elaborated into a 2-(α-C-mannopyranosyl)-3,4,5-trimethoxybenzyl alcohol derivative.