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【结 构 式】 
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【分子编号】65918 【品名】 【CA登记号】 |
【 分 子 式 】C7H13FO4 【 分 子 量 】180.1762232 【元素组成】C 46.66% H 7.27% F 10.54% O 35.52% |
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：(XV)The methyl ribofuranose derivative (VIIIa) is prepared by addition of methyllithium to the furanone (XII) in ethyl ether to give the 2-C-methylarabinofuranose (XIII), which is converted to the 2-deoxy-2-fluoro-2-methylribofuranose derivative (XIV) by treatment with DAST in CH2Cl2. After debenzylation of compound (XIV) by transfer hydrogenolysis with Pd/C and cyclohexene, the deprotected compound (XV) is finally esterified with benzoyl chloride and pyridine (1-3). Scheme 2.
| 【1】 Clark, J. (Pharmasset Ltd.). Modified fluorinated nucleoside analogues. WO 2005003147. |
| 【2】 Clark, J.L., Hollecker, L., Mason, J.C. 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, 48(17): 5504-8. |
| 【3】 Clark, J. (Pharmasset, Inc.). Modified fluorinated nucleoside analogues. US 20080070861. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (VIIIA) | 65911 | ((2S,3S,4S)-3-(benzoyloxy)-4-fluoro-5-methoxy-4-methyltetrahydrofuran-2-yl)methyl benzoate | C21H21FO6 | 详情 | 详情 | |
| (XII) | 65915 | (4S,5S)-4-(benzyloxy)-5-((benzyloxy)methyl)-2-methoxydihydrofuran-3(2H)-one | C20H22O5 | 详情 | 详情 | |
| (XIII) | 65916 | (3S,4S,5S)-4-(benzyloxy)-5-((benzyloxy)methyl)-2-methoxy-3-methyltetrahydrofuran-3-ol | C21H26O5 | 详情 | 详情 | |
| (XIV) | 65917 | (3S,4S,5S)-4-(benzyloxy)-5-((benzyloxy)methyl)-3-fluoro-2-methoxy-3-methyltetrahydrofuran | C21H25FO4 | 详情 | 详情 | |
| (XV) | 65918 | C7H13FO4 | 详情 | 详情 |
Extended Information