(3-ethoxyphenyl)[4-(hydroxymethyl)-1-piperidinyl]methanone -Drug Synthesis Database

【结构式】

【分子编号】32956

【品名】(3-ethoxyphenyl)[4-(hydroxymethyl)-1-piperidinyl]methanone

【CA登记号】

【分子式】C₁₅H₂₁NO₃

【分子量】263.33668

【元素组成】C 68.42% H 8.04% N 5.32% O 18.23%

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：(IV)

Reduction of ethyl 4-piperidinecarboxylate (I) with LiAlH4 in THF provided 4-piperidinemethanol (II), which was coupled with 3-ethoxybenzoyl chloride (III) in the presence of Et3N, yielding amide (IV). Subsequent treatment of (IV) with p-toluenesulfonyl chloride in pyridine afforded the corresponding tosylate (V. This was finally condensed with 5,8-dimethoxy-1,2,3,4-tetrahydroisoquinoline (VI) to furnish the title compound.

参考文献中间体

合成目标

【1】 George, P.; Sevrin, M.; Maloizel, C.; Tixidre, A.; Froissant, J. (Sanofi-Synthelabo ); Derivs. of 2-[(4-piperidinyl)methyl]-1,2,3, 4-tetrahydroisoquinoline, their use in therapy. AU 8929617; EP 0351255; JP 1990025481; US 4925850 .

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)	17410	Ethyl isonipecotate; ethyl 4-piperidinecarboxylate	1126-09-6	C₈H₁₅NO₂	详情	详情
(II)	32954	4-piperidinylmethanol		C₆H₁₃NO	详情	详情
(III)	32955	3-ethoxybenzoyl chloride	61956-65-8	C₉H₉ClO₂	详情	详情
(IV)	32956	(3-ethoxyphenyl)[4-(hydroxymethyl)-1-piperidinyl]methanone		C₁₅H₂₁NO₃	详情	详情
(V)	32957	[1-(3-ethoxybenzoyl)-4-piperidinyl]methyl 4-methylbenzenesulfonate		C₂₂H₂₇NO₅S	详情	详情
(VI)	32958	5,8-dimethoxy-1,2,3,4-tetrahydroisoquinoline; 5-methoxy-1,2,3,4-tetrahydro-8-isoquinolinyl methyl ether		C₁₁H₁₅NO₂	详情	详情

Extended Information