4,4-bis[4-(2-quinolinylmethoxy)phenyl]pentanoic acid -Drug Synthesis Database

【结构式】

【分子编号】22395

【品名】4,4-bis[4-(2-quinolinylmethoxy)phenyl]pentanoic acid

【CA登记号】

【分子式】C₃₇H₃₂N₂O₄

【分子量】568.67216

【元素组成】C 78.15% H 5.67% N 4.93% O 11.25%

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：(V)

Esterification of 4,4-bis(4-hydroxyphenyl)pentanoic acid (I) was performed in a refluxing methanolic solution, using sulfuric acid as the catalyst. The resulting methyl ester (II) was alkylated on both phenolic groups with 2-(chloromethyl)quinoline hydrochloride (III) in the presence of potassium carbonate to afford IV. Hydrolysis of this ester (IV) with NaOH in a refluxing mixture of dioxane-methanol yielded acid (V), which was then converted into the sodium salt on treatment with one equivalent of NaOH in dioxane-methanol.

参考文献中间体

合成目标

【1】 Brooks, C.D.W.; Bhatia, P.; Kolasa, T.; Stewart, A.O.; Gunn, D.E.; Craig, R.A. (Abbott Laboratories Inc.); Symmetrical bis-heteroarylmethoxyphenylalkyl carboxylates as inhibitors of leukotriene biosynthesis. EP 0862557; US 5795900; WO 9712867 .

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)	22391	4,4-bis(4-hydroxyphenyl)pentanoic acid	126-00-1	C₁₇H₁₈O₄	详情	详情
(II)	22392	methyl 4,4-bis(4-hydroxyphenyl)pentanoate		C₁₈H₂₀O₄	详情	详情
(III)	13162	2-(Chloromethyl)quinoline; alpha-Chloroquinaldine	4377-41-7	C₁₀H₈ClN	详情	详情
(IV)	22394	methyl 4,4-bis[4-(2-quinolinylmethoxy)phenyl]pentanoate		C₃₈H₃₄N₂O₄	详情	详情
(V)	22395	4,4-bis[4-(2-quinolinylmethoxy)phenyl]pentanoic acid		C₃₇H₃₂N₂O₄	详情	详情

Extended Information