190511-64-9

Upstream product

• 190511-63-8 (5R,6R,7S)-6,7-Bis-benzyloxy-5-benzyloxymethyl-3,3-dichloro-hexahydro-furo[3,2-b]pyran-2-one 

Downstream Products

• 190511-65-0 (3aR,5R,6R,7S,7aS)-6,7-Bis-benzyloxy-5-benzyloxymethyl-hexahydro-furo[3,2-b]pyran-2-ol 
• 190511-66-1 Formic acid (2S,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-iodomethyl-tetrahydro-pyran-3-yl ester 
• 364335-63-7 1-((2R,3aR,5R,6R,7S,7aS)-6,7-Bis-benzyloxy-5-benzyloxymethyl-hexahydro-furo[3,2-b]pyran-2-yl)-1H-pyrimidine-2,4-dione 
• 364335-62-6 Acetic acid (3aR,5R,6R,7S,7aS)-6,7-bis-benzyloxy-5-benzyloxymethyl-hexahydro-furo[3,2-b]pyran-2-yl ester 

Relevant academic research and scientific papers

A short synthesis of bicyclic sugar pyrimidine nucleosides from C-glycosides

The C-glycosides were prepared from dichloroketene cycloaddition reaction to glycals and converted to bicyclic sugar nucleosides in good yields.

Synthesis of α-D-C-glucoside employing dichloroketene cycloaddition and Baeyer-Villiger oxidation

The cycloaddition of dichloroketene to glucal followed by Baeyer-Villiger oxidation gave a bicyclic γ-lactone, an α-D-C-glucoside, which was further transformed to glucitol under the Suarez protocol.