CAS: 148665-49-0; 1-((2R,4S,5S)-4-Azido-5-(Hydroxymethyl)Tetrahydrofuran-2-yl)-3-((2S,3S,5R)-2-(Hydroxymethyl)-5-(5-Methyl-2,4-Dioxo-3,4-Dihydropyrimidin-1(2H)-yl)Tetrahydrofuran-3-yl)-5-Methylpyrimidine-2,4(1H,3H)-Dione

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5'-O-(thexyldimethylsilyl)anhydrothymidine 3'-azido-3'-deoxy-5'-O-thexyldimethylsilylthymidine 5'-O-trityl-2,3'-anhydrothymidine 1-(3-azido-2,3-deoxy-5-O-trityl-β-D-erythro-pentofuranosyl)thymine

📜3'-Azido-3'-Deoxy-5'-O-Thexyldimethylsilylthymidine置于四丁基氟化铵,Sodium Hydride体系中,化学反应 20.0H,反应生成3'-[3-(3-叠氮基-2,3-二脱氧-β-D-赤型-呋喃呋喃糖基)-3,6-二氢-5-甲基-2,6-二氧代-1(2H)-嘧啶基]-3'-脱氧胸苷
参考文献:Preparation And Anti-Hiv Activity Of N-3-Substituted Thymidine Nucleoside Analogs
标题:Preparation And Anti-Hiv Activity Of N-3-Substituted Thymidine Nucleoside Analogs
摘要:A Series Of 22 Derivatives Of Azt Substituted At The N-3 Position Of The Thymine Base Were Prepared And Evaluated For Anti-Hiv Activity In Cell Culture (Lai Strain Of Hiv-1 In Cem-C113 Cells). The Azt Analogs Bearing A N-3 Amino Group (7),A Hydroxyalkyl Chain (12F),And A Phosphonomethyl (12K) Substituent Displayed Activities In The 0.045-0.082 Mu M Range. The Analogs 12D,12E,12Q,15,And 19 Were Active At <0.5 Mu M Concentration. Compound 18 In Which Two Molecules Of Azt Are Connected At N-3 Via A Two-Carbon Link And ''Dimer'' Ii Also Displayed Significant; Activity. To Obtain Information Concerning The Mechanism Of Rt Inhibition By These Azt Analogs,Compounds 7,12D,12E,And 12Q Were Incubated With Recombinant Hiv-1 Rt In The Presence Of Poly(A)-Oligo[dt((12-18))] And Poly(C)-Oligo[dg((12-18))] Template-Primers. In Contrast To Azt-Tp (Control),None Of These Nucleosides Displayed Any Significant Inhibition Of Rt In The Recombinant Enzyme Assay,Indicating That Phosphorylation Is A Necessary Prerequiste For Activity.
Doi:10.1021/jm9600095