【结 构 式】 |
【分子编号】32825 【品名】1-(3-chlorophenyl)-2-(dimethylamino)-1-ethanone 【CA登记号】 |
【 分 子 式 】C10H12ClNO 【 分 子 量 】197.66412 【元素组成】C 60.76% H 6.12% Cl 17.94% N 7.09% O 8.09% |
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:(XIII)The chiral intermediate 2(R)-(3-chlorophenyl)oxirane (X) has been obtained as follows: The bromination of 3'-chloroacetophenone (XI) with Br2 in acetic acid gives the 3'-chlorophenacyl bromide (XII), which is treated with dimethylamine in toluene yielding 3'-chloro-2-(dimethylamino)acetophenone (XIII). The hydrogenation of (XIII) with H2 over a chiral Rh catalyst affords the (R)-alcohol (XIV), which is finally treated with NaOH in chloroform to provide the intermediate oxirane (X).
【1】 Devocelle, M.; et al.; Alternative synthesis of the chiral atypical beta-adrenergic phenylethanolaminotetraline agonist SR58611A using enantioselective hydrogenation. Tetrahedron Lett 1999, 40, 24, 4551. |
中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
---|---|---|---|---|---|---|
(X) | 15271 | (R)-(+)-3-Chlorostyrene oxide; (2R)-2-(3-Chlorophenyl)oxirane | 62600-71-9 | C8H7ClO | 详情 | 详情 |
(XI) | 15268 | m-chloroacetophenone; 1-(3-chlorophenyl)-1-ethanone | 99-02-5 | C8H7ClO | 详情 | 详情 |
(XII) | 32824 | 2-bromo-1-(3-chlorophenyl)-1-ethanone | C8H6BrClO | 详情 | 详情 | |
(XIII) | 32825 | 1-(3-chlorophenyl)-2-(dimethylamino)-1-ethanone | C10H12ClNO | 详情 | 详情 | |
(XIV) | 32826 | (1R)-1-(3-chlorophenyl)-2-(dimethylamino)-1-ethanol | C10H14ClNO | 详情 | 详情 |
Extended Information