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【结 构 式】 
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【分子编号】68219 【品名】N-(2-oxo-1-(trimethylsilyl)-1,2-dihydropyrimidin-4-yl)-N-(trimethylsilyl)benzamide 【CA登记号】 |
【 分 子 式 】C17H25N3O2Si2 【 分 子 量 】359.576 【元素组成】C 56.79% H 7.01% N 11.69% O 8.90% Si 15.62% |
与该中间体有关的原料药合成路线共 1 条
合成路线1
该中间体在本合成路线中的序号：(XI)Grignard condensation of carbohydrate (VII) with MeLi in ethyl ether gives the methylated carbohydrate (VIII), which by treatment with DAST in CH2Cl2 yields the α-fluoroglycoside (IX). The debenzylation of glycoside (III) by means of Pd/C and cyclohexene, followed by reprotection of the hydroxy groups with benzoyl chloride and pyridine, yields the dibenzoate (X), which is condensed with bis(trimethylsilyl)-N-benzoyl cytosine (XI) by means of trimethylsilyl triflate in dichloroethane/toluene to provide the tribenzoylated fluorocytidine (II) .
| 【2】 Clark, J.L., Hollecker, L., Mason, J.C. et al. Design, synthesis, and antiviral activity of 2’-deoxy-2’-fluoro-2’-C-methylcytidine, a potent inhibitor of hepatitis C virus replication. J Med Chem 2005, 45(17): 5504-8. |
| 【1】 Clark, J. (Pharmasset, Inc.). Modified fluorinated nucleoside analogues, WO 2005003147. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (II) | 65910 | (2'R)-N-Benzoyl-2'-deoxy-2'-fluoro-2'-methylcytidine 3',5'-dibenzoate | 817204-32-3 | C31H26FN3O7 | 详情 | 详情 |
| (VII) | 65915 | (4S,5S)-4-(benzyloxy)-5-((benzyloxy)methyl)-2-methoxydihydrofuran-3(2H)-one | C20H22O5 | 详情 | 详情 | |
| (VIII) | 65916 | (3S,4S,5S)-4-(benzyloxy)-5-((benzyloxy)methyl)-2-methoxy-3-methyltetrahydrofuran-3-ol | C21H26O5 | 详情 | 详情 | |
| (IX) | 65917 | (3S,4S,5S)-4-(benzyloxy)-5-((benzyloxy)methyl)-3-fluoro-2-methoxy-3-methyltetrahydrofuran | C21H25FO4 | 详情 | 详情 | |
| (X) | 65911 | ((2S,3S,4S)-3-(benzoyloxy)-4-fluoro-5-methoxy-4-methyltetrahydrofuran-2-yl)methyl benzoate | C21H21FO6 | 详情 | 详情 | |
| (XI) | 68219 | N-(2-oxo-1-(trimethylsilyl)-1,2-dihydropyrimidin-4-yl)-N-(trimethylsilyl)benzamide | C17H25N3O2Si2 | 详情 | 详情 |
Extended Information