153364-61-5

Basic information

• Product Name: 1-(2'-O-acetyl-5'-O-benzoyl-3'-C-cyano-3'-O-mesyl-β-D-ribofuranosyl)-5-iodouracil
• Synonyms: 1-(2'-O-acetyl-5'-O-benzoyl-3'-C-cyano-3'-O-mesyl-β-D-ribofuranosyl)-5-iodouracil
• CAS NO: 153364-61-5
• Molecular Weight: 619.348
• Mol File: 153364-61-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 1-(2'-O-acetyl-5'-O-benzoyl-3'-C-cyano-3'-O-mesyl-β-D-ribofuranosyl)-5-iodouracil(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2'-O-acetyl-5'-O-benzoyl-3'-C-cyano-3'-O-mesyl-β-D-ribofuranosyl)-5-iodouracil(153364-61-5)
• EPA Substance Registry System: 1-(2'-O-acetyl-5'-O-benzoyl-3'-C-cyano-3'-O-mesyl-β-D-ribofuranosyl)-5-iodouracil(153364-61-5)

Safety Data

• Hazardous Substances Data: 153364-61-5(Hazardous Substances Data)

Upstream product

• 696-07-1 5-iodouracil 
• 151215-43-9 1,2-di-O-acetyl-5-O-benzoyl-3-C-cyano-3-O-mesyl-D-ribofuranose 
• 999-97-3 1,1,1,3,3,3-hexamethyl-disilazane 

Downstream Products

• 153364-49-9 Benzoic acid (5R,6R,8R,9R)-9-acetoxy-4-amino-8-(5-iodo-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2,2-dioxo-1,7-dioxa-2λ⁶-thia-spiro[4.4]non-3-en-6-ylmethyl ester 
• 153364-56-8 <<1-(2'-O-acetyl-5'-O-benzoyl)-β-D-ribofuranosyl>-6-cyanouracil>-3'-spiro-5''-(4''-amino-1'',2''-oxathiole 2'',2''-dioxide) 

Relevant articles and documents

Novel Series of TSAO-T Derivatives. Synthesis and Anti-HIV-1 Activity of 4-, 5-, and 6-Substituted Pyrimidine Analogues

Several 4-, 5-, and 6-substituted pyrimidine analogues of the new anti-HIV-1-lead compound thymine>-3'-spiro-5''-(4''-amino-1'',2''-oxathiole-2'',2''-dioxide) (TSAO-T) have been prepared and evaluated as inhibitors of HIV-1 and HIV-2 replication in cell cultures.Reaction of 1,2-di-O-acetyl-5-O-benzoyl-3-C-cyano-3-O-mesyl-D-ribofuranose with 5-substituted pyrimidinen bases, followed by treatment with Cs2CO3, afforded, stereoselectively, β-D-ribofuranosyl-3'-spironucleosides. 2',5'-O-Deacylation and subsequent treatment with tert-butyldimethylsilyl chloride gave the TSAO-5-substituted pyrimidine derivatives.Reaction of 5-halogen-TSAO derivatives with nucleophiles gave 6-substituted-TSAO analogues.Treatment of TSAO-pyrimidine analogues with POCl3/1,2,4-triazole and methylamine or dimethylamine afforded the 4-substituted pyrimidine compounds.Several substituted TSAO-thymine, TSAO-uracil, and TSAO-cytosine derivatives were found to be superior to their unsubstituted TSAO congeners with regard to their antiviral and/or cytotoxic properties.