107201-95-6

Basic information

• Product Name: 2',3'-O-(methoxymethylidene)-5'-O-tosyl-2-N-<(dimethylamino)methylene>guanosine
• CAS NO: 107201-95-6
• Molecular Weight: 534.55
• Mol File: 107201-95-6.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 2',3'-O-(methoxymethylidene)-5'-O-tosyl-2-N-<(dimethylamino)methylene>guanosine(CAS DataBase Reference)
• NIST Chemistry Reference: 2',3'-O-(methoxymethylidene)-5'-O-tosyl-2-N-<(dimethylamino)methylene>guanosine(107201-95-6)
• EPA Substance Registry System: 2',3'-O-(methoxymethylidene)-5'-O-tosyl-2-N-<(dimethylamino)methylene>guanosine(107201-95-6)

Safety Data

• Hazardous Substances Data: 107201-95-6(Hazardous Substances Data)

Upstream product

• 118-00-3 G 
• 107202-01-7 2',3'-O-(methoxymethylidene)-2-N-<(dimethylamino)methylene>guanosine 
• 98-59-9 p-toluenesulfonyl chloride 
• 16628-83-4 2',3'-O-(methoxymethylene)guanosine 

Downstream Products

• 146-91-8 guanosine-5'-diphosphate 
• 39947-33-6 5'-O-tosylguanosine 

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.