1151529-01-9

Basic information

• Product Name: 1-O-triisopropylsilyl-2-deoxy-2,2-difluoro-5-O-benzoyl-D-arabinofuranose
• Synonyms: 1-O-triisopropylsilyl-2-deoxy-2,2-difluoro-5-O-benzoyl-D-arabinofuranose
• CAS NO: 1151529-01-9
• Molecular Weight: 430.564
• Mol File: 1151529-01-9.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 1-O-triisopropylsilyl-2-deoxy-2,2-difluoro-5-O-benzoyl-D-arabinofuranose(CAS DataBase Reference)
• NIST Chemistry Reference: 1-O-triisopropylsilyl-2-deoxy-2,2-difluoro-5-O-benzoyl-D-arabinofuranose(1151529-01-9)
• EPA Substance Registry System: 1-O-triisopropylsilyl-2-deoxy-2,2-difluoro-5-O-benzoyl-D-arabinofuranose(1151529-01-9)

Safety Data

• Hazardous Substances Data: 1151529-01-9(Hazardous Substances Data)

Upstream product

• 122111-01-7 2-deoxy-2,2-difluoro-D-erythro-pentonic acid γ-lactone 3,5-dibenzoate 
• 80522-42-5 triisopropylsilyl trifluoromethanesulfonate 
• 1173824-58-2 (2R,3R)-2-((benzoyloxy)methyl)-4,4-difluoro-5-hydroxyoxolan-3-yl benzoate 
• 1151529-00-8 1-O-triisopropylsilyl-2-deoxy-2,2-difluoro-3,5-di-O-benzoyl-D-arabinofuranose 

Relevant articles and documents

Synthesis and biological evaluation of prodrugs of 2-fluoro-2-deoxyribose- 1-phosphate and 2,2-difluoro-2-deoxyribose-1-phosphate

We report in this Letter the synthesis of prodrugs of 2-fluoro-2- deoxyarabinose-1-phosphate and 2,2-difluoro-2-deoxyribose-1-phosphate. We demonstrate the difficulty of realising a phosphorylation step on the anomeric position of 2-deoxyribose, and we discover that introduction of fluorine atoms on the 2 position of 2-deoxyribose enables the phosphorylation step: in fact, the stability of the prodrugs increases with the degree of 2-fluorination. Stability studies of produgs of 2-fluoro-2-deoxyribose-1-phosphate and 2,2-difluoro-2-deoxyribose-1-phosphate in acidic and neutral conditions were conducted to confirm our observation. Biological evaluation of prodrugs of 2,2-difluoro-2-deoxyribose-1-phosphate for antiviral and cytotoxic activity is reported.