50615-57-1

Basic information

• Product Name: 5'-O-tosylcytidine
• Synonyms: 5'-O-tosylcytidine
• CAS NO: 50615-57-1
• Molecular Weight: 397.409
• Mol File: 50615-57-1.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 5'-O-tosylcytidine(CAS DataBase Reference)
• NIST Chemistry Reference: 5'-O-tosylcytidine(50615-57-1)
• EPA Substance Registry System: 5'-O-tosylcytidine(50615-57-1)

Safety Data

• Hazardous Substances Data: 50615-57-1(Hazardous Substances Data)

Upstream product

• 107201-93-4 2',3'-O-(methoxymethylidene)-4-N-<(dimethylamino)methylene>cytidine 
• 65-46-3 CYTIDINE 
• 16628-82-3 2',3'-O-(methoxymethylidene)cytidine 
• 107201-94-5 2',3'-O-(methoxymethylidene)-5'-O-tosyl-4-N-<(dimethylamino)methylene>cytidine 

Downstream Products

• 63-38-7 cytidine diphosphate 

Relevant articles and documents

Synthesis of Nucleotide 5'-Diphosphates from 5'-O-Tosyl Nucleosides

Procedures are described for the synthesis of nucleoside 5'-diphosphates, methanediphosphonates, and difluoromethanediphosphonates.The general strategy involves protection of the nucleosides as amidine, 2',3'-methoxymethylidene, and 3'-(tert-butyldimethylsilyl) derivatives prior to tosylation with tosyl chloride and (N,N-dimethylamino)pyridine.Deprotection, followed by displacement of the tosyl moiety with the tris(tetra-n-butylammonium) pyrophosphate, methanediphosphonate, or difluoromethanediphosphonate salts gave the desired products.The ammonium salts of the nucleotides were purified by flash chromatography on cellulose or medium pressure ion-exchange chromatography on DEAE Fractogel.Syntheses are reported for UDP (18), CDP (19), TDP (20), GDP (21), ADP (23), 2',3'-isopropylidene-ADP (22), adenosine 5'-methanediphosphonate (24), adenosine 5'-difluoromethanediphosphonate (25), and deoxyadenosine 5'-methanediphosphonate (27).In addition ATP (26) was prepared by treatment of 5'-O-tosyladenosine with tetrakis(tetra-n-butylammonium) thiophosphate.Yields for the displacement reactions ranged from 43percent to 93percent.