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【结 构 式】 
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【分子编号】41332 【品名】ethyl (2E,4E)-5-[4-(2,2,3,3-tetrafluoropropoxy)phenyl]-2,4-pentadienoate 【CA登记号】 |
【 分 子 式 】C16H16F4O3 【 分 子 量 】332.2948528 【元素组成】C 57.83% H 4.85% F 22.87% O 14.44% |
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：(IV)4-Hydroxybenzaldehyde (I) was alkylated with 2,2,3,3-tetrafluoropropyl tosylate (A) to give ether (II). Subsequent Horner-Emmons condensation of (II) with triethyl phosphonocrotonate (III) provided dienoate (IV), that was further reduced to alcohol (V) by means of DIBAL. Oxidation of (V) with activated MnO2 then gave aldehyde (VI).
| 【1】 Tajima, Y.; Oida, S.; Konosu, T.; et al.; Synthesis and antifungal activities of R-102557 and related dioxane-triazole derivatives. Chem Pharm Bull 2000, 48, 5, 694. |
| 【2】 Oida, S.; Tanaka, T.; Tajima, Y.; Konosu, T.; Somada, A.; Miyaoka, T.; Yasuda, H. (Sankyo Co., Ltd.); Triazole antifungal agent. EP 0841327; JP 1996333350; US 5977152; WO 9631491 . |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (A) | 41331 | 2,2,3,3-tetrafluoropropyl 4-methylbenzenesulfonate | C10H10F4O3S | 详情 | 详情 | |
| (I) | 13433 | 4-Hydroxybenzaldehyde; p-Hydroxybenzaldehyde | 123-08-0 | C7H6O2 | 详情 | 详情 |
| (II) | 15481 | 4-(2,2,3,3-tetrafluoropropoxy)benzaldehyde | C10H8F4O2 | 详情 | 详情 | |
| (III) | 27705 | methyl 4-amino-2-(1-naphthyl)benzoate | C18H15NO2 | 详情 | 详情 | |
| (IV) | 41332 | ethyl (2E,4E)-5-[4-(2,2,3,3-tetrafluoropropoxy)phenyl]-2,4-pentadienoate | C16H16F4O3 | 详情 | 详情 | |
| (V) | 41333 | (2E,4E)-5-[4-(2,2,3,3-tetrafluoropropoxy)phenyl]-2,4-pentadien-1-ol | C14H14F4O2 | 详情 | 详情 | |
| (VI) | 41334 | (2E,4E)-5-[4-(2,2,3,3-tetrafluoropropoxy)phenyl]-2,4-pentadienal | C14H12F4O2 | 详情 | 详情 |
Extended Information