(E)-4-(4-methoxyphenyl)-3-buten-2-one -Drug Synthesis Database

【结构式】

【分子编号】40174

【品名】(E)-4-(4-methoxyphenyl)-3-buten-2-one

【CA登记号】943-88-4

【分子式】C₁₁H₁₂O₂

【分子量】176.21508

【元素组成】C 74.98% H 6.86% O 18.16%

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：(II)

The reduction of 4-(p-methoxyphenyl)-3-buten-2-one (II) with hydrogen over Raney-Ni in ethyl acetate gives the corresponding butanone (III), which is then condensed with homoveratrylamine (IV) in the same solvent to give the imine (V). This product, without isolation, is reduced again with hydrogen over Pd/C to yield 3,4-dimethoxy-N-[3-(4-hydroxyphenyl)-1-methylpropyl]-beta-phenylethylamine (I), which by demethylation with HBr in refluxing acetic acid.

参考文献中间体

合成目标

【1】 Castaner, J.; Thorpe, P.; Dobutamine. Drugs Fut 1977, 2, 9, 579.
【2】 Tuttle, R.R.; Mills, J. (Eli Lilly and Company); Dopamine derivatives. DE 2317710; ES 413639; FR 2182947; GB 1392674; JP 49007237 .

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)	40177	N-(3,4-dimethoxyphenethyl)-4-(4-methoxyphenyl)-2-butanamine; N-(3,4-dimethoxyphenethyl)-N-[3-(4-methoxyphenyl)-1-methylpropyl]amine		C₂₁H₂₉NO₃	详情	详情
(II)	40174	(E)-4-(4-methoxyphenyl)-3-buten-2-one	943-88-4	C₁₁H₁₂O₂	详情	详情
(III)	40175	4-(4-methoxyphenyl)-2-butanone	104-20-1	C₁₁H₁₄O₂	详情	详情
(IV)	10098	2-(3,4-Dimethoxyphenyl)-1-ethanamine; 3,4-Dimethoxyphenethylamine; 2-(3,4-Dimethoxyphenyl)ethylamine	120-20-7	C₁₀H₁₅NO₂	详情	详情
(V)	40176	N-(3,4-dimethoxyphenethyl)-N-[(E)-3-(4-methoxyphenyl)-1-methylpropylidene]amine; 2-(3,4-dimethoxyphenyl)-N-[(E)-3-(4-methoxyphenyl)-1-methylpropylidene]-1-ethanamine		C₂₁H₂₇NO₃	详情	详情

Extended Information