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【结 构 式】

【分子编号】44634

【品名】2-[(3,4-dimethoxyphenethyl)amino]-1-phenyl-1-ethanol

【CA登记号】

【 分 子 式 】C18H23NO3

【 分 子 量 】301.38556

【元素组成】C 71.73% H 7.69% N 4.65% O 15.93%

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:(VI)

The bromination of labeled acetophenone (I) with Br2 and AlCl3 gives the phenacyl bromide (II), which is reduced with NaBH4, yielding 2-bromo-1-phenylethanol (III). The condensation of (III) with N-benzyl-N-[2-(3,4-dimethoxyphenyl)ethyl]amine (IV) affords the tertiary amine (V), which is debenzylated by hydrogenolysis with H2 over Pd/C to provide the substituted ethanolamine (VI). Finally, this compound is cyclized and demethylated by treatment with 48% HBr to provide the target benzazepine.

1 Hieble, J.P.; Wilson III, J.W.; Weinstock, J.; The chemistry and pharmacology of 3-benzazepines derivatives. Drugs Fut 1985, 10, 8, 645.
2 Bass, L.S.; Dandridge, P.A.; Setler, P.E.; Sarau, H.M.; Garvey, E.; Clardy, J.; Hanhn, R.A.; Kaiser, C.; Absolute stereochemistry and dopaminergic activity of enantiomers of 2,3,4,5-tetrahydro-7,8-dihydroxy-1-phenyl-1H-3-benzazepine. J Med Chem 1982, 25, 6, 697-703.
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) 10317 Acetophenone 98-86-2 C8H8O 详情 详情
(I) 44572 acetophenone C8H8O 详情 详情
(II) 10315 2-Bromo-1-phenyl-ethanone; 2-Bromo-1-phenyl-1-ethanone 70-11-1 C8H7BrO 详情 详情
(II) 44573 2-bromo-1-phenyl-1-ethanone C8H7BrO 详情 详情
(III) 44060 2-bromo-1-phenyl-1-ethanol C8H9BrO 详情 详情
(III) 44632 2-bromo-1-phenyl-1-ethanol C8H9BrO 详情 详情
(IV) 44061 N-benzyl-2-(3,4-dimethoxyphenyl)-1-ethanamine; N-benzyl-N-(3,4-dimethoxyphenethyl)amine C17H21NO2 详情 详情
(V) 44062 2-[benzyl(3,4-dimethoxyphenethyl)amino]-1-phenyl-1-ethanol C25H29NO3 详情 详情
(V) 44633 2-[benzyl(3,4-dimethoxyphenethyl)amino]-1-phenyl-1-ethanol C25H29NO3 详情 详情
(VI) 39206 2-[(3,4-dimethoxyphenethyl)amino]-1-phenyl-1-ethanol C18H23NO3 详情 详情
(VI) 44634 2-[(3,4-dimethoxyphenethyl)amino]-1-phenyl-1-ethanol C18H23NO3 详情 详情
Extended Information