4-(1-piperidinyl)butyric acid -Drug Synthesis Database

【结构式】

【分子编号】39197

【品名】4-(1-piperidinyl)butyric acid

【CA登记号】

【分子式】C₉H₁₇NO₂

【分子量】171.23952

【元素组成】C 63.13% H 10.01% N 8.18% O 18.69%

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)

Ethyl 4-bromobutyrate (I) is condensed with piperidine (II) in refluxing benzene to give ethyl 4-(1-piperidyl)butyrate (III), which is hydrolyzed with refluxing aqueous HCl to 4-(1-piperidyl)butyric acid (IV) . Finally, this acid is esterified with 5,5-dimethyl-8-(3-methyl-2-octyl)-10-hydroxy-2-(2-propynyl)-1,2,3,4-tetrahydro-5H[1]benzopyrano[3,4-d]pyridine (V) by means of dicyclohexylcarbodiimide (A) in methylene chloride.

参考文献中间体

合成目标

【1】 Dren, A.T.; Ebert, D.M.; US 4025630 .
【2】 Razdan, R.K.; et al.; Drugs derived from cannabinoids. 2. Basic esters of nitrogen and carboxylic analogs. J Med Chem 1976, 19, 4, 454-461.
【3】 Castaner, J.; Paton, D.M.; Nabitan Hydrochloride. Drugs Fut 1980, 5, 9, 439.

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)	11263	ethyl 4-bromobutanoate; Ethyl 4-bromobutyrate	2969-81-5	C₆H₁₁BrO₂	详情	详情
(II)	10158	Piperidine	110-89-4	C₅H₁₁N	详情	详情
(III)	39196	ethyl 4-(1-piperidinyl)butanoate		C₁₁H₂₁NO₂	详情	详情
(IV)	39197	4-(1-piperidinyl)butyric acid		C₉H₁₇NO₂	详情	详情
(V)	39198	8-(1,2-dimethylheptyl)-5,5-dimethyl-2-(2-propynyl)-1,3,4,5-tetrahydro-2H-chromeno[4,3-c]pyridin-10-ol		C₂₆H₃₇NO₂	详情	详情
(VI)	39199	N,N'-dicyclohexylcarbodiimide	538-75-0	C₁₃H₂₂N₂	详情	详情

Extended Information