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【结 构 式】 
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【分子编号】13404 【品名】(E)-2-Ethyl-2-butenal 【CA登记号】19780-25-7 |
【 分 子 式 】C6H10O 【 分 子 量 】98.1448 【元素组成】C 73.43% H 10.27% O 16.3% |
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：(I)The Wittig condensation of 2-ethyl-2(E)-butenal (I) with triethyl phosphonoacetate (II) by means of NaH in benzene gives (2E,4E)-4-ethyl-2,4-hexadienoic acid ethyl ester (III), which is hydrolyzed with NaOH to the corresponding free acid (IV). The reaction of (IV) with ethyl chloroformate and then with ammonia affords the (2E,4E)-2-ethyl-2,4-hexadienamide (V), which is finally treated with NaNO2 in methanol adjusted at pH 3.0 with cond. HCl.
| 【1】 Okamoto, M.; Iwami, M.; Takase, S.; Uchida, I.; Umehara, K.; Kohsaka, M.; Imanaka, H. (Fujisawa Pharmaceutical Co., Ltd.); New nitro aliphatic cpds., process for preparation thereof and use thereof. EP 0113106; JP 1990160750 . |
| 【2】 Aoki, H.; Imanaka, H.; Takase, S.; Okamoto, M.; Itoh, Y.; Hino, M.; Uchida, I.; Kohsaka, M.; FK409, a novel vasodilator isolated from the acid-treated fermentation broth of Streptomyces griseosporeus. III. Reaction mechanism and synthesis. J Antibiot 1989, 42, 44, 1589. |
| 【3】 Hino, M.; Hosoda, J.; Iwami, M.; Yoshida, K.; Okamoto, M.; Kohsaka, M.; Imanaka, H.; Okuhara, M.; Haruta, H.; Aoki, H.; FK409, a novel vasodilator isolated from the acid-treated fermentation broth of Streptomyces griseosporeus. I. Taxonomy, fermentation, isolation, and physico-chemical and biological characteristics. J Antibiot 1989, 42, 11, 1578. |
| 【4】 Hino, M.; Kohsaka, M.; Uchida, I.; Hashimoto, M.; Takase, S.; Okamoto, M.; Itoh, Y.; Structure and synthesis of FK409, a novel vasodilator isolated from Streptomyces as a semi-artificial fermentation product. Chem Pharm Bull 1989, 37, 10, 2864. |
| 【5】 Prous, J.; Castaner, J.; FK-409. Drugs Fut 1993, 18, 1, 9. |
| 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) | 13404 | (E)-2-Ethyl-2-butenal | 19780-25-7 | C6H10O | 详情 | 详情 |
| (II) | 10019 | Ethyl 2-(diethoxyphosphoryl)acetate; Triethyl phosphonoacetate | 867-13-0 | C8H17O5P | 详情 | 详情 |
| (III) | 13406 | ethyl (2E,4E)-4-ethyl-2,4-hexadienoate | C10H16O2 | 详情 | 详情 | |
| (IV) | 13407 | (2E,4E)-4-Ethyl-2,4-hexadienoic acid | C8H12O2 | 详情 | 详情 | |
| (V) | 13408 | (2E,4E)-4-Ethyl-2,4-hexadienamide | C8H13NO | 详情 | 详情 |
Extended Information