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【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