4-(2-hydroxy-3-{[2-(2-methoxyphenoxy)ethyl]amino}propoxy)-3-methoxybenzaldehyde -Drug Synthesis Database

【结构式】

【分子编号】59618

【品名】4-(2-hydroxy-3-{[2-(2-methoxyphenoxy)ethyl]amino}propoxy)-3-methoxybenzaldehyde

【CA登记号】

【分子式】C₂₀H₂₅NO₆

【分子量】375.42164

【元素组成】C 63.99% H 6.71% N 3.73% O 25.57%

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：(X)

The condensation of vanillin (VII) with epichlorohydrin (VIII) in ethanolic NaOH produced the glycidyl ether (IX). Epoxide ring opening in (IX) by means of amine (VI) in EtOH furnished amino alcohol (X). The title dihydropyridine derivative was then obtained by reaction between aldehyde (X), methyl acetoacetate (XI), and ammonia under Hantzsch condensation conditions.

参考文献中间体

合成目标

【1】 Liang, J.-C.; Chen, I.-J.; Tsai, C.-H.; Liou, S.-F.; Wang, C.-S.; Yeh, J.-L.; The new generation dihydropyridine type calcium blockers, bearing 4-phenyl oxypropanolamine, display alpha-/beta-adrenoceptor antagonist and long-acting antihypertensive activities. Bioorg Med Chem 2002, 10, 3, 719.
【2】 Lin, T.-H.; Chen, I.-J.; Guaiacoxypropanolamines with alpha/beta-adrenergic blocking activity. EP 1108710; WO 0005209 .

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(VI)	31105	2-(2-methoxyphenoxy)ethylamine; 2-(2-methoxyphenoxy)-1-ethanamine	1836-62-0	C₉H₁₃NO₂	详情	详情
(VII)	22701	4-hydroxy-3-methoxybenzaldehyde	121-33-5	C₈H₈O₃	详情	详情
(VIII)	10146	Epichlorohydrin; 2-(Chloromethyl)oxirane	106-89-8	C₃H₅ClO	详情	详情
(IX)	59599	3-methoxy-4-(2-oxiranylmethoxy)benzaldehyde		C₁₁H₁₂O₄	详情	详情
(X)	59618	4-(2-hydroxy-3-{[2-(2-methoxyphenoxy)ethyl]amino}propoxy)-3-methoxybenzaldehyde		C₂₀H₂₅NO₆	详情	详情
(XI)	11791	methyl 3-oxobutanoate; Methyl acetoacetate	105-45-3	C₅H₈O₃	详情	详情

Extended Information