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【结 构 式】 
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【分子编号】22319 【品名】ethyl 2-[5-acetyl-2-[(2,6-difluorobenzyl)oxy]phenoxy]acetate 【CA登记号】 |
【 分 子 式 】C19H18F2O5 【 分 子 量 】364.3457264 【元素组成】C 62.64% H 4.98% F 10.43% O 21.96% |
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)3',4'-Dihydroxyacetophenone (I) was selectively alkylated at position 4' with alpha-bromo-2,6-difluorotoluene (II) in the presence of Li2CO3 in DMF. The resulting ether (III) was further alkylated with ethyl bromoacetate (IV) to give (V). Subsequent Horner-Emmons condensation of (V) with the phosphonoacetamide (VI) provided cinnamide (VII). The target carboxylic acid was then obtained by saponification of the ethyl ester of (VII) with NaOH.
| 【1】 Greenspan, P.D.; Fujimoto, R.A.; Marshall, P.J.; Raychaudhuri, A.; Lipson, K.E.; Zhou, H.; Doti, R.A.; Coppa, D.E.; Zhu, L.; Pelletier, R.; Uziel-Fusi, S.; Jackson, R.H.; Chin, M.H.; Kotyuk, B.L.; Fitt, J.J.; Carboxy-substituted cinnamides: A novel series of potent, orally active LTB4 receptor antagonists. J Med Chem 1999, 42, 1, 164. |
| 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) | 22315 | 1-(3,4-dihydroxyphenyl)-1-ethanone | 1197-09-7 | C8H8O3 | 详情 | 详情 |
| (II) | 22316 | 2-(bromomethyl)-1,3-difluorobenzene | 85118-00-9 | C7H5BrF2 | 详情 | 详情 |
| (III) | 22317 | 1-[4-[(2,6-difluorobenzyl)oxy]-3-hydroxyphenyl]-1-ethanone | C15H12F2O3 | 详情 | 详情 | |
| (IV) | 16640 | Ethyl 2-bromoacetate; Ethyl bromoacetate | 105-36-2 | C4H7BrO2 | 详情 | 详情 |
| (V) | 22319 | ethyl 2-[5-acetyl-2-[(2,6-difluorobenzyl)oxy]phenoxy]acetate | C19H18F2O5 | 详情 | 详情 | |
| (VI) | 22320 | diethyl 2-(diethylamino)-2-oxoethylphosphonate | C10H22NO4P | 详情 | 详情 | |
| (VII) | 22321 | ethyl 2-[5-[(E)-3-(diethylamino)-1-methyl-3-oxo-1-propenyl]-2-[(2,6-difluorobenzyl)oxy]phenoxy]acetate | C25H29F2NO5 | 详情 | 详情 |
Extended Information