77787-58-7

Basic information

• Product Name: N⁴-benzoyl-2',3'-O-isopropylidene-O²,5'-cyclocytidine
• Synonyms: N⁴-benzoyl-2',3'-O-isopropylidene-O²,5'-cyclocytidine
• CAS NO: 77787-58-7
• Molecular Weight: 369.377
• Mol File: 77787-58-7.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: N⁴-benzoyl-2',3'-O-isopropylidene-O²,5'-cyclocytidine(CAS DataBase Reference)
• NIST Chemistry Reference: N⁴-benzoyl-2',3'-O-isopropylidene-O²,5'-cyclocytidine(77787-58-7)
• EPA Substance Registry System: N⁴-benzoyl-2',3'-O-isopropylidene-O²,5'-cyclocytidine(77787-58-7)

Safety Data

• Hazardous Substances Data: 77787-58-7(Hazardous Substances Data)

Upstream product

• 39946-94-6 4-N-benzoyl-2',3'-O-isopropylidenecytidine 

Downstream Products

• 362-42-5 2',3'-O-isopropylidenecytidine 
• 77772-59-9 1-(2',3'-O-isopropylidene-β-D-ribofuranosyl)-4-methoxy-2-pyrimidinone 
• 55-21-0 benzamide 

Relevant articles and documents

Studies on Nucleosides and Nucleotides. VIII. Preparation and Reactions of Triphenylphosphoranediylnucleosides

The reaction of uridine, N4-benzoylcitidine, guanosine, and N6-p-toluoyladenosine with diethyl azodicarboxylate and triphenylphosphine resulted in the formation of the corresponding 2',3'-O-(triphenylphosphoranediyl)cyclonucleosides.On the other hand, adenosine afforded, under similar conditions, 3',5'-O-(triphenylphosphoranediyl)adenosine (19).The difference can be explained in terms of the acidity of base moieties of the nucleosides.The reaction of 2',3'-O-(triphenylphosphoranediyl)-O2,5'-cyclouridine, N4-benzoyl-2',3'-O-(triphenylphosphoranediyl)-O2,5'-cyclocytidine, 2',3'-O-(triphenylphosphoranediyl)-N3,5'-cycloguanosine, or N6-p-toluoyl-2',3'-O-(triphenylphosphoranediyl)-N3,5'-cycloadenosine with nucleophiles and with electrophiles addorded the corresponding nucleoside derivatives with free 2'- and 3'-hydroxyl groups.Thus the 2',3'-O-triphenylphosphoranediyl group serves as a protecting group which is readily removed during work-up of the reaction products. 19 reacted with phenyl isocyanate to give 5'-O-phenylcarbamoyladenosine and N6,5'-O-bis(phenylcarbamoyl)adenosine.The reaction of 19 with diphenylketene also afforded acyladenosines with free 2'- and 3'-hydroxyl groups.These results suggested that 3',5'-O-triphenylphosphoranediyl group activates the 5'-carbon atom of adenosine.