ethyl 2-ethyl-4-(1-naphthyl)-3-oxobutanoate -Drug Synthesis Database

【结构式】

【分子编号】51802

【品名】ethyl 2-ethyl-4-(1-naphthyl)-3-oxobutanoate

【CA登记号】

【分子式】C₁₈H₂₀O₃

【分子量】284.355

【元素组成】C 76.03% H 7.09% O 16.88%

与该中间体有关的原料药合成路线共 2 条

合成路线1 合成路线2

合成路线1

该中间体在本合成路线中的序号：(III)

The condensation of 2-(1-naphthyl)acetonitrile (I) with 2-bromobutyric acid ethyl ester (II) by means of K2CO3 gives 2-ethyl-4-(!-naphthyl)-3-oxobutyric acid ethyl ester (III), which is cyclized with thiourea (IV) by means of NaOMe yielding 5-ethyl-6-(1-naphthylmethyl)-2-thioxo-1,2,3,4-tetrahydropyrimidin-4-one (V). Finally this compound is condensed with methylsulfanylmethyl iodide (VI) to afford the title pyrimidinone derivative.

参考文献中间体

合成目标

【1】 Artico, M.; Selected non-nucleoside reverse transcriptase inhibitors (NNRTIs): the DABOs family. Drugs Fut 2002, 27, 2, 159.

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)	18587	2-(1-naphthyl)acetonitrile	132-75-2	C₁₂H₉N	详情	详情
(II)	36668	ethyl 2-bromobutanoate	533-68-6	C₆H₁₁BrO₂	详情	详情
(III)	51802	ethyl 2-ethyl-4-(1-naphthyl)-3-oxobutanoate		C₁₈H₂₀O₃	详情	详情
(IV)	10180	Thiourea	62-56-6	CH₄N₂S	详情	详情
(V)	51803	5-ethyl-6-(1-naphthylmethyl)-2-thioxo-2,3-dihydro-4(1H)-pyrimidinone		C₁₇H₁₆N₂OS	详情	详情
(VI)	51805	iodomethyl methyl sulfide; iodo(methylsulfanyl)methane		C₂H₅IS	详情	详情

合成路线2

该中间体在本合成路线中的序号：(III)

The condensation of 2-(1-naphthyl)acetonitrile (I) with 2-bromobutyric acid ethyl ester (II) by means of K2CO3 gives 2-ethyl-4-(!-naphthyl)-3-oxobutyric acid ethyl ester (III), which is cyclized with thiourea (IV) by means of NaOMe yielding 5-ethyl-6-(1-naphthylmethyl)-2-thioxo-1,2,3,4-tetrahydropyrimidin-4-one (V). Finally this compound is condensed with ethylsulfanylmethyl iodide (VI) to afford the title pyrimidinone derivative.

参考文献中间体

合成目标

【1】 Artico, M.; Selected non-nucleoside reverse transcriptase inhibitors (NNRTIs): the DABOs family. Drugs Fut 2002, 27, 2, 159.

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)	18587	2-(1-naphthyl)acetonitrile	132-75-2	C₁₂H₉N	详情	详情
(II)	36668	ethyl 2-bromobutanoate	533-68-6	C₆H₁₁BrO₂	详情	详情
(III)	51802	ethyl 2-ethyl-4-(1-naphthyl)-3-oxobutanoate		C₁₈H₂₀O₃	详情	详情
(IV)	10180	Thiourea	62-56-6	CH₄N₂S	详情	详情
(V)	51803	5-ethyl-6-(1-naphthylmethyl)-2-thioxo-2,3-dihydro-4(1H)-pyrimidinone		C₁₇H₁₆N₂OS	详情	详情
(VI)	51804	ethyl iodomethyl sulfide; 1-[(iodomethyl)sulfanyl]ethane		C₃H₇IS	详情	详情

Extended Information