103003-60-7

Basic information

• Product Name: 5-(2'-deoxy-β-D-threo-pentofuranosyl)-1,3-dimethyl-2,4(1H,3H)-pyrimidinedione
• CAS NO: 103003-60-7
• Molecular Weight: 256.258
• Mol File: 103003-60-7.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 5-(2'-deoxy-β-D-threo-pentofuranosyl)-1,3-dimethyl-2,4(1H,3H)-pyrimidinedione(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(2'-deoxy-β-D-threo-pentofuranosyl)-1,3-dimethyl-2,4(1H,3H)-pyrimidinedione(103003-60-7)
• EPA Substance Registry System: 5-(2'-deoxy-β-D-threo-pentofuranosyl)-1,3-dimethyl-2,4(1H,3H)-pyrimidinedione(103003-60-7)

Safety Data

• Hazardous Substances Data: 103003-60-7(Hazardous Substances Data)

Upstream product

• 103003-52-7 5-((2R,5R)-5-Hydroxymethyl-4-oxo-tetrahydro-furan-2-yl)-1,3-dimethyl-1H-pyrimidine-2,4-dione 

Relevant articles and documents

Facile Synthesis of 2'-Deoxy-3'-keto- and 2'-Deoxypseudouridine Derivatives and Analogues. Palladium(II)-Mediated Coupling Reactions of Furanoid Glycals

C-Nucleosides, of either α or β configuration, are formed selectively in a palladium-mediated coupling reaction between furanoid glycals and (1.3-dimethyl-2,4-dioxo-1,3-dihydropyrimidin-5-yl)mercuric acetate.Control of anomeric configuration is accomplished by suitable choice of substituents for glycal 3-O- and 5-O-hydroxy groups; attack of organopalladium reagent and glycosidic bond formation occurs on the least sterically hindered face of the glycal ring.Removal of substituents from the coupled products yielded 2'-deoxy-3'-keto C-nucleosides, which upon metal hydride reduction produced the corresponding 2'-deoxy C-nucleosides.