2-phenyl-3-butyn-2-ol -Drug Synthesis Database

【结构式】

【分子编号】35961

【品名】2-phenyl-3-butyn-2-ol

【CA登记号】127-66-2

【分子式】C₁₀H₁₀O

【分子量】146.1888

【元素组成】C 82.16% H 6.89% O 10.94%

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)

This compound can be obtained by two related ways: 1) The hydrolysis of 3-hydroxy-3-phenyl-1-butyne (I) with aqueous H2SO4 catalyzed by mercuric sulfate gives 3-hydroxy-3-phenyl-2-butanone (II), which is cyclized and decarboxylated by reaction with diethyl oxalate (III) and NaH in hot THF. 2) When the reaction of (II) with (III) is carried out under milder conditions 6-methyl-6-phenyltetrahydropyran-2,3,5-trione (IV) is obtained. This compound is then treated with aqueous NaOH at pH 11.

参考文献中间体

合成目标

【1】 Jirkovsky, J.L.; Dvornik, D.; Cayen, M.N.; Process for preparing 4,5-dihydro-4-oxofuran-2-carboxylic acid derivatives. EP 0006305; ES 8100283; US 4169202; WO 8000025 .
【2】 Serradell, M.N.; Blancafort, P.; Grau, M.; Castaner, J.; AY-25,712. Drugs Fut 1983, 8, 3, 184.

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)	35961	2-phenyl-3-butyn-2-ol	127-66-2	C₁₀H₁₀O	详情	详情
(II)	35962	3-hydroxy-3-phenyl-2-butanone		C₁₀H₁₂O₂	详情	详情
(III)	17571	Diethyl oxalate; Ethyl 2-ethoxy-2-oxoacetate	95-92-1	C₆H₁₀O₄	详情	详情
(IV)	35963	6-methyl-6-phenyl-2H-pyran-2,3,5(4H,6H)-trione		C₁₂H₁₀O₄	详情	详情

Extended Information