309261-82-3

Upstream product

• 98-88-4 benzoyl chloride 
• 1055037-08-5 1-O-tert-butyldiphenylsilyl-3,4-di-O-benzoyl-β-D-fructofuranosyl-2,3,4-tri-O-benzoyl-α-D-glucopyranoside 

Downstream Products

• 309261-83-4 3,4,6-tri-O-benzoyl-β-D-fructofuranosyl-2,3,4,6-tetra-O-benzoyl-α-D-glucopyranoside 

Relevant academic research and scientific papers

Chemical synthesis of 1′-deoxy-1′-fluorosucrose

The first chemical synthesis of 1′-deoxy-1′-fluorosucrose has been accomplished in eight steps from sucrose by an unlikely, but ultimately successful, SN2 displacement reaction.

Preparation of sucrose heptaesters unsubstituted at the C-1 hydroxy group of the fructose moiety via selective O-desilylation

Selective O-desilylation of 6,1',6'-tri-O-tert-butyldiphenylsilyl- 2,3,4,3',4'-penta-O-benzoylsucrose with hydrofluoric acid in acetonitrile led to the 1'-O-tert-butyldiphenylsilyl derivative (96% yield), which was further perbenzoylated and deprotected at OH-1' with tetrabutylammonium fluoride (86%). An analogous sequence with the corresponding O-acetylated sucrose derivative and tetrabutylammonium fluoride as desilylating agent resulted in a lower yield of the C-1' hydroxy derivative. (C) 2000 Elsevier Science Ltd.