65358-16-9

Usage

Uses

Used in Pharmaceutical Industry:
1,3-DIMETHYL-2'-DEOXYPSEUDOURIDINE is used as a pharmaceutical intermediate for the development of various therapeutic agents. Its unique structure allows it to be a crucial component in the synthesis of drugs targeting a wide range of medical conditions. 1,3-DIMETHYL-2'-DEOXYPSEUDOURIDINE's versatility and reactivity make it a valuable asset in the design and production of novel pharmaceuticals.
As a key intermediate, 1,3-DIMETHYL-2'-DEOXYPSEUDOURIDINE can be utilized in the development of antiviral, anticancer, and anti-inflammatory drugs. Its ability to form stable complexes with other molecules makes it an ideal candidate for the creation of drugs with enhanced efficacy and selectivity. Additionally, its potential applications in drug delivery systems and targeted therapies further highlight its importance in the pharmaceutical industry.

Upstream product

• 103003-52-7 5-((2R,5R)-5-Hydroxymethyl-4-oxo-tetrahydro-furan-2-yl)-1,3-dimethyl-1H-pyrimidine-2,4-dione 
• 103003-55-0 1,3-dimethyl-5-<2'-deoxy-5'-O-(tris(1-methylethyl)silyl)-β-D-erythro-pentofuranosyl>-2,4(1H,3H)-pyrimidinedione 
• 101857-25-4 Acetic acid (2R,3R,4S,5S)-4-chloro-5-(1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-yl)-2-hydroxymethyl-tetrahydro-furan-3-yl ester 
• 84829-02-7 Trifluoro-methanesulfonic acid (1R,3S,3aS,8aR)-3-(1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-yl)-5,5,7,7-tetraisopropyl-tetrahydro-2,4,6,8-tetraoxa-5,7-disila-azulen-1-ylmethyl ester 
• 103781-75-5 2'-O-Mesyl-3',5'-O-(1,1,3,3-tetraisopropyldisiloxanyl)-1,3-dimethyl-ψ-uridine 
• 84829-07-2 Acetic acid (1R,3S,3aS,8aR)-3-(1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-yl)-5,5,7,7-tetraisopropyl-tetrahydro-2,4,6,8-tetraoxa-5,7-disila-azulen-1-ylmethyl ester 
• 103781-72-2 2',3'-O-(1,1,3,3-Tetraisopropyldisiloxanyl)-1,3-dimethyl-ψ-uridine 
• 101857-27-6 2'-O-Mesyl-1,3-dimethyl-ψ-uridine 
• 64272-68-0 1,3-dimethyl-ψ-uridine 
• 80545-43-3 1,3-dimethyl-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-ψ-uridine 
• 80545-44-4 1,3-dimethyl-3',5'-O-(tetraisopropyldisiloxanyl)-2'-O-<(imidazol-1-yl)thiocarbonyl>pseudouridine 
• 1445-07-4 pseudouridine 
• 65904-27-0 <1,3-Dimethyl-2,4(1H,3H)-dioxopyrimidin-5-yl>mercuric acetate 
• 96760-93-9 (2R,3S)-2-Triisopropylsilanyloxymethyl-2,3-dihydro-furan-3-ol 

Downstream Products

• 162604-83-3 1,3-dimethyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxy-ψ-uridine 
• 162604-85-5 2-N-methyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxy-β-ψ-isocytidine 
• 162604-92-4 2-N-methyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxy-α-ψ-isocytidine 
• 65358-18-1 2'-Deoxy-ψ-isocytidine 

Relevant academic research and scientific papers

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.

Nucleosides. 121. Improved and General Synthesis of 2'-Deoxy C-Nucleosides. Synthesis of 5-(2-Deoxy-β-D-erythro-pentofuranosyl)uracil, -1-methyluracil, -1,3-dimethyluracil, and -isocytosine

5-(2-Deoxy-β-D-erythro-pentofuranosyl)-1,3-dimethyluracil (6a), -1-methyluracil (6b), -uracil (6c), and -isocytosine (6d) were synthesized.Compounds 6b-d are C-nucleoside isosteres of thymidine, 2'-deoxyuridine, and 2'-deoxycytidine, respectively. 1,3-Dimethylpseudouridine (1a), 1-methylpseudouridine (1b), pseudouridine (1c), and pseudoisocytidine (1d) were treated with 1,3-dichloro-1,1,3,3-tetraisopropyldisiloxane in pyridine to afford the corresponding 3',5'-tetraisopropyldisiloxanyl derivatives 2 which were converted into the respective 2'-O- C-nucleosides 3.Compounds 3a,b were converted directly into the corresponding 2'-deoxy β-C-nuleosides 5a,b exclusively by reduction with n-Bu3SnH.For the synthesis of 2'-deoxy β-C-nucleosides 5c,d, the intermediates 3c,d were trimethylsilylated prior to n-Bu3SnH treatment.Deprotection of 5a-d was effected by treatment with n-Bu4NF, and the corresponding free 2'-deoxy β-C-nucleosides 6a-d were obtained in good yields.