2-Methylcyclopropanecarboxylic acid -Drug Synthesis Database

【结构式】

【分子编号】52514

【品名】2-Methylcyclopropanecarboxylic acid

【CA登记号】29555-02-0

【分子式】C₅H₈O₂

【分子量】100.11732

【元素组成】C 59.98% H 8.05% O 31.96%

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：(I)

The intermediate ketone (VI) was prepared as follows: 2-Methylcyclopropanecarboxylic acid (I) was converted to the Weinreb amide (III) via activation as the corresponding acid chloride (II) followed by reaction with N,O-dimethylhydroxylamine. The organolithium reagent (V), prepared by metalation of 5-bromo-m-xylene (IV) with n-BuLi, was then added to the methoxy amide (III), producing the target aryl cyclopropyl ketone (VI).

参考文献中间体

合成目标

【1】 Chu, L.; Wyvratt, M.J.; Ponpipom, M.M.; Lin, P.; Ashton, W.T.; Goulet, M.; Young, J.; Girotra, N.N.; Fisher, M.H. (Merck & Co., Inc.); Antagonists of gonadotropin releasing hormone. EP 1095038; WO 0004013 .

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)	52514	2-Methylcyclopropanecarboxylic acid	29555-02-0	C₅H₈O₂	详情	详情
(II)	52515	2-methylcyclopropanecarbonyl chloride		C₅H₇ClO	详情	详情
(III)	52516	N,2-dimethyl-N-(methyloxy)cyclopropanecarboxamide		C₇H₁₃NO₂	详情	详情
(IV)	52517	5-Bromo-1,3-dimethylbenzene; 5-Bromo-m-xylene; 1-Bromo-3,5-dimethylbenzene; 3,5-Dimethylbromobenzene	556-96-7	C₈H₉Br	详情	详情
(V)	52518	(3,5-dimethylphenyl)lithium		C₈H₉Li	详情	详情
(VI)	52519	(3,5-dimethylphenyl)(2-methylcyclopropyl)methanone		C₁₃H₁₆O	详情	详情

Extended Information