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【结 构 式】 
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【药物名称】beta-L-IV-OddU 【化学名称】5-[(E)-2-Iodovinyl)-1-[2(S)-(hydroxymethyl)-1,3-dioxolan-4(S)-yl]pyrimidine-2,4(1H,3H)-dione 【CA登记号】 【 分 子 式 】C10H11IN2O5 【 分 子 量 】366.11397 |
【开发单位】University of Georgia (Originator), Yale University (Originator) 【药理作用】ANTIINFECTIVE THERAPY, Anti-Varicella Zoster Virus Drugs, Antiviral Drugs |
合成路线1
The condensation of the chiral dioxolane (I) with 5(E)-(2-iodovinyl)uracil (II) by means of Tbdms-OTf and lutidine gives the silylated nucleoside (II), which is purified by chromatography. Finally, this compound is deprotected by means of TBAF in acetonitrile.
| 【1】 Gumina, G.; Li, L.; Lee, C.S.; Cheng, Y.-C.; Choi, Y.; Tsujii, E.; Grill, S.; Gullen, E.; Chu, C.K.; Structure-activity relationships of (E)-5-(2-bromovinyl)uracil and related pyrimidine nucleosides as antiviral agents for herpes viruses. J Med Chem 2000, 43, 13, 2538. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (I) | 51553 | (2R)-2-([[tert-butyl(dimethyl)silyl]oxy]methyl)-1,3-dioxolan-4-yl acetate | C12H24O5Si | 详情 | 详情 | |
| (II) | 51557 | 5-[(E)-2-iodoethenyl]-2,4(1H,3H)-pyrimidinedione | C6H5IN2O2 | 详情 | 详情 | |
| (III) | 51558 | 1-[(2R,4S)-2-([[tert-butyl(dimethyl)silyl]oxy]methyl)-1,3-dioxolan-4-yl]-5-[(E)-2-iodoethenyl]-2,4(1H,3H)-pyrimidinedione | C16H25IN2O5Si | 详情 | 详情 |
Extended Information