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【结 构 式】 
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【分子编号】45514 【品名】4-[(1E,3E)-5,5-dimethoxy-1,3-pentadienyl]-3-fluorobenzonitrile 【CA登记号】 |
【 分 子 式 】C14H14FNO2 【 分 子 量 】247.2691032 【元素组成】C 68% H 5.71% F 7.68% N 5.66% O 12.94% |
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：(V)Benzylic bromination of 3-fluoro-4-methylbenzaldehyde (I) using N-bromosuccinimide afforded bromide (II), which was converted to phosphonate (III) by reaction with triethyl phosphite. Horner-Emmons condensation of phosphonate (III) with monoprotected fumaraldehyde (IV) produced the diene acetal (V), which was then hydrolyzed to aldehyde (VI) with aqueous HCl.
| 【1】 Sorbera, L.A.; del Fresno, M.; Rabasseda, X.; CS-758. Drugs Fut 2003, 28, 3, 217. |
| 【2】 Nakamura, Y.; Konosu, T.; Oida, S.; et al.; Synthesis and in vitro antifungal activities of novel triazole antifungal agent CS-758. Chem Pharm Bull 2001, 49, 12, 1647. |
| 【4】 Mori, M.; Oida, S.; Uchida, T.; Nakagawa, A.; Kounosu, T.; Ohya, T. (Sankyo Co., Ltd.); Triazole antifungal agents. JP 2002161035 . |
| 【5】 Mori, M.; Oida, S.; Konosu, T.; Uchida, T.; Ohya, S.; Nakagawa, A. (Sankyo Co., Ltd.); Triazole derivs. having antifungal activity. EP 1083175; JP 2001348384; JP 2002114782; US 6337403; US 6391903 . |
| 【3】 Oida, S.; Mori, M.; nakamura, Y.; Habuki, S.; Kuwahara, S.; Somada, A.; Harada, Y.; Uchida, T.; Konosu, T.; R-120758, a novel triazole antifungal agent: Synthesis and structure-activity relationship. 40th Intersci Conf Antimicrob Agents Chemother (Sept 17 2000, Toronto) 2000, Abst F-1087. |
| 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) | 45510 | 3-fluoro-4-methylbenzonitrile | 170572-49-3 | C8H6FN | 详情 | 详情 |
| (II) | 45511 | 4-(bromomethyl)-3-fluorobenzonitrile | C8H5BrFN | 详情 | 详情 | |
| (III) | 45512 | diethyl 4-cyano-2-fluorobenzylphosphonate | C12H15FNO3P | 详情 | 详情 | |
| (IV) | 45513 | (E)-4,4-dimethoxy-2-butenal | 4093-49-6 | C6H10O3 | 详情 | 详情 |
| (V) | 45514 | 4-[(1E,3E)-5,5-dimethoxy-1,3-pentadienyl]-3-fluorobenzonitrile | C14H14FNO2 | 详情 | 详情 | |
| (VI) | 45515 | 3-fluoro-4-[(1E,3E)-5-oxo-1,3-pentadienyl]benzonitrile | C12H8FNO | 详情 | 详情 |
Extended Information