80763-58-2

Upstream product

• 1093100-44-7 1,3,4,6-tetra-O-benzoyl-α,β-D-fructofuranosyl-2-(N-phenyl)-trifluoroacetimidate 
• 4064-06-6 1,2:3,4-di-O-isopropylidene-α-D-galactopyranose 
• 80795-71-7 1,3,4,6-tetra-O-benzoyl-α-D-fructofuranosyl bromide 
• 80763-56-0 1,3,4,6-tetra-O-benzoyl-α-D-fructofuranose 
• 98-88-4 benzoyl chloride 
• 10489-79-9 α-D-fructofuranose 
• 80768-03-2 1,4,6-tri-O-benzoyl-2,3-O-(α-ethylthiobenzylidene)-β-D-fructofuranose 
• 76951-66-1 1,2:3,4-di-O-isopropylidene-6-O-trityl-α-D-galactopyranose 

Relevant academic research and scientific papers

Ortho-(1-phenylvinyl)benzoate glycosylation donor, and preparation method and application thereof

The invention discloses an ortho-(1-phenylvinyl)benzoate glycosylation donor, and a preparation method and an application thereof in a glycosylation reaction. The ortho-(1-phenylvinyl)benzoate glycosylation donor is stable, is easy to prepare and store, and is widely applied to the construction of various oxygen glucosides and nucleoside (nitrogen glucoside) glycosidic bonds. The leaving group ofthe donor is an alkenyl ester, has a high activity, and can be combined with thioglycoside or n-pentenyl ether glucoside through a one-pot glycosylation reaction to synthesize oligosaccharide. The glycosylation reaction conditions are mild, and receptors sensitive to acid and electrophilic reagents can tolerate the glycosylation reaction conditions.

Synthesis of fructofuranosides: efficient glycosylation with N-phenyltrifluoroacetimidate as the leaving group

Fructofuranosyl trifluoroacetimidate 3 was demonstrated to be an effective glycosyl donor that exhibited good α-selectivity and good yield in fructosylation reactions. The reaction proceeds via neighboring group participation, which was proved by the isolation of a stable allylic orthoester intermediate.