2-[(2-chloro-3,4-dimethoxyphenethyl)amino]-1-(4-methoxyphenyl)-1-ethanol -Drug Synthesis Database

【结构式】

【分子编号】44620

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

【CA登记号】

【分子式】C₁₉H₂₄ClNO₄

【分子量】365.8566

【元素组成】C 62.38% H 6.61% Cl 9.69% N 3.83% O 17.49%

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 4'-methoxyacetophenone (I) with CuBr2 gives 4'-methoxyphenacyl bromide (II), which is reduced with NaBH4, yielding the carbinol (III). The protection of (III) with DHP affords the tetrahydropyranyl ether (IV), which is condensed with 2-(2-chloro-3,4-dimethoxyphenyl)ethylamine (V) and acidified to provide the aminoalcohol (VI). The cyclization of (VI) with MsOH and trifluoroacetic acid furnishes labeled 6-chloro-7,8-dimethoxy-1-(4-methoxyphenyl)-2,3,4,5-tetrahydro-1H-3-benzazepine (VII), which is finally demethylated with BBr3 and MsOH.

参考文献中间体

合成目标

【1】 Hieble, J.P.; Wilson III, J.W.; Weinstock, J.; The chemistry and pharmacology of 3-benzazepines derivatives. Drugs Fut 1985, 10, 8, 645.

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)	11041	4-Methoxyacetophenone; 1-(4-Methoxyphenyl)-1-ethanone	100-06-1	C₉H₁₀O₂	详情	详情
(I)	44616	1-(4-methoxyphenyl)-1-ethanone		C₉H₁₀O₂	详情	详情
(II)	21991	2-Methoxyphenacyl bromide; 2-bromo-1-(4-methoxyphenyl)-1-ethanone	2632-13-5	C₉H₉BrO₂	详情	详情
(II)	44617	2-bromo-1-(4-methoxyphenyl)-1-ethanone		C₉H₉BrO₂	详情	详情
(III)	44053	2-bromo-1-(4-methoxyphenyl)-1-ethanol		C₉H₁₁BrO₂	详情	详情
(III)	44618	2-bromo-1-(4-methoxyphenyl)-1-ethanol		C₉H₁₁BrO₂	详情	详情
(IV)	44054	2-bromo-1-(4-methoxyphenyl)ethyl tetrahydro-2H-pyran-2-yl ether; 2-[2-bromo-1-(4-methoxyphenyl)ethoxy]tetrahydro-2H-pyran		C₁₄H₁₉BrO₃	详情	详情
(IV)	44619	2-bromo-1-(4-methoxyphenyl)ethyl tetrahydro-2H-pyran-2-yl ether; 2-[2-bromo-1-(4-methoxyphenyl)ethoxy]tetrahydro-2H-pyran		C₁₄H₁₉BrO₃	详情	详情
(V)	42037	2-chloro-3,4-dimethoxyphenethylamine; 2-(2-chloro-3,4-dimethoxyphenyl)-1-ethanamine	67287-36-9	C₁₀H₁₄ClNO₂	详情	详情
(VI)	31702	2-[(2-chloro-3,4-dimethoxyphenethyl)amino]-1-(4-methoxyphenyl)-1-ethanol		C₁₉H₂₄ClNO₄	详情	详情
(VI)	44620	2-[(2-chloro-3,4-dimethoxyphenethyl)amino]-1-(4-methoxyphenyl)-1-ethanol		C₁₉H₂₄ClNO₄	详情	详情
(VII)	31704	4-(6-chloro-7,8-dimethoxy-2,3,4,5-tetrahydro-1H-3-benzazepin-1-yl)phenyl methyl ether; 6-chloro-7,8-dimethoxy-1-(4-methoxyphenyl)-2,3,4,5-tetrahydro-1H-3-benzazepine		C₁₉H₂₂ClNO₃	详情	详情
(VII)	44621	6-chloro-7,8-dimethoxy-1-(4-methoxyphenyl)-2,3,4,5-tetrahydro-1H-3-benzazepine; 4-(6-chloro-7,8-dimethoxy-2,3,4,5-tetrahydro-1H-3-benzazepin-1-yl)phenyl methyl ether		C₁₉H₂₂ClNO₃	详情	详情

Extended Information