sodium 2-butanolate -Drug Synthesis Database

【结构式】

【分子编号】51779

【品名】sodium 2-butanolate

【CA登记号】

【分子式】C₄H₉NaO

【分子量】96.104628

【元素组成】C 49.99% H 9.44% Na 23.92% O 16.65%

与该中间体有关的原料药合成路线共 6 条

合成路线1 合成路线2 合成路线3 合成路线4 合成路线5 合成路线6

合成路线1

该中间体在本合成路线中的序号：(IV)

Condensation of 2-methyl-4-phenyl-3-oxobutanoic acid methyl ester (I) with O-methyl isourea (II) led to the formation of 5-methyl-6-benzyl-3,4-dihydro-2-methoxy-4-oxopyrimidine (III). Subsequent displacement of the methoxy group linked at C-2 of the pyrimidine ring by treatment with isobutoxy sodium salt (IV) furnished 2-isobutoxy-5-methyl-6-benzyl-3,4-dihydro-4-oxopyrimidine.

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)	51789	methyl (Z)-3-hydroxy-2-methyl-4-phenyl-2-butenoate		C₁₂H₁₄O₃	详情	详情
(II)	26657	O-methyl isourea; [Amino(imino)methoxy]methane	52328-05-9	C₂H₆N₂O	详情	详情
(III)	51790	6-benzyl-2-methoxy-5-methyl-4(3H)-pyrimidinone		C₁₃H₁₄N₂O₂	详情	详情
(IV)	51779	sodium 2-butanolate		C₄H₉NaO	详情	详情

合成路线2

该中间体在本合成路线中的序号：(IV)

Condensation of 4-phenyl-3-oxobutanoic acid methyl ester (I) with O-methyl isourea (II) led to the formation of 6-benzyl-3,4-dihydro-2-methoxy-4-oxopyrimidine (III). Subsequent displacement of the methoxy group linked at C-2 of the pyrimidine ring by treatment with isobutoxy sodium salt (IV) furnished 2-isobutoxy-6-benzyl-3,4-dihydro-4-oxopyrimidine

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)	51791	methyl (Z)-3-hydroxy-4-phenyl-2-butenoate		C₁₁H₁₂O₃	详情	详情
(II)	26657	O-methyl isourea; [Amino(imino)methoxy]methane	52328-05-9	C₂H₆N₂O	详情	详情
(III)	51792	6-benzyl-2-methoxy-4(3H)-pyrimidinone		C₁₂H₁₂N₂O₂	详情	详情
(IV)	51779	sodium 2-butanolate		C₄H₉NaO	详情	详情

合成路线3

该中间体在本合成路线中的序号：(IV)

Condensation of 2-methyl-4-(3-methylbenzyl)-3-oxobutanoic acid methyl ester (I) with O-methyl isourea (II) led to the formation of 5-methyl-6-(3-methylbenzyl)-3,4-dihydro-2-methoxy-4-oxopyrimidine (III). Subsequent displacement of the methoxy group linked at C-2 of the pyrimidine ring by treatment with sec-butoxy potassium salt furnished 2-sec-butoxy-5-methyl-6-(3-methylphenyl)-3,4-dihydro-4-oxopyrimidine

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)	51785	methyl (Z)-3-hydroxy-2-methyl-4-(3-methylphenyl)-2-butenoate		C₁₃H₁₆O₃	详情	详情
(II)	26657	O-methyl isourea; [Amino(imino)methoxy]methane	52328-05-9	C₂H₆N₂O	详情	详情
(III)	51786	2-methoxy-5-methyl-6-(3-methylbenzyl)-4(3H)-pyrimidinone		C₁₄H₁₆N₂O₂	详情	详情
(IV)	51779	sodium 2-butanolate		C₄H₉NaO	详情	详情

合成路线4

该中间体在本合成路线中的序号：(IV)

Condensation of 4-(3-methylphenyl)-3-oxobutanoic acid methyl ester (I) with O-methyl isourea (II) led to the formation of 6-(3-methylbenzyl)-3,4-dihydro-2-methoxy-4-oxopyrimidine (III). Subsequent displacement of the methoxy group linked at C-2 of the pyrimidine ring by treatment with sec-butoxy potassium salt furnished 2-sec-butoxy-5-methyl-6-benzyl-3,4-dihydro-4-oxopyrimidine

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)	51787	methyl (Z)-3-hydroxy-4-(3-methylphenyl)-2-butenoate		C₁₂H₁₄O₃	详情	详情
(II)	26657	O-methyl isourea; [Amino(imino)methoxy]methane	52328-05-9	C₂H₆N₂O	详情	详情
(III)	51788	2-methoxy-6-(3-methylbenzyl)-4(3H)-pyrimidinone		C₁₃H₁₄N₂O₂	详情	详情
(IV)	51779	sodium 2-butanolate		C₄H₉NaO	详情	详情

合成路线5

该中间体在本合成路线中的序号：(IV)

Condensation of 2-methyl-4-(3,5-dimethylphenyl)-3-oxobutanoic acid methyl ester (I) with O-methyl isourea (II) led to the formation of 5-methyl-6-(3,5-dimethylbenzyl)-3,4-dihydro-2-methoxy-4-oxopyrimidine (III). Subsequent displacement of the methoxy group linked at C-2 of the pyrimidine ring by treatment with sec-butoxy potassium salt furnished 2-sec-butoxy-5-methyl-6-(3,5-dimethylphenyl)-3,4-dihydro-4-oxopyrimidine

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)	51781	methyl (Z)-4-(3,5-dimethylphenyl)-3-hydroxy-2-methyl-2-butenoate		C₁₄H₁₈O₃	详情	详情
(II)	26657	O-methyl isourea; [Amino(imino)methoxy]methane	52328-05-9	C₂H₆N₂O	详情	详情
(III)	51782	6-(3,5-dimethylbenzyl)-2-methoxy-5-methyl-4(3H)-pyrimidinone		C₁₅H₁₈N₂O₂	详情	详情
(IV)	51779	sodium 2-butanolate		C₄H₉NaO	详情	详情

合成路线6

该中间体在本合成路线中的序号：(IV)

Condensation of 4-(3,5-dimethylphenyl)-3-oxobutanoic acid methyl ester (I) with O-methyl isourea (II) led to the formation of 6-(3,5-dimethylbenzyl)-3,4-dihydro-2-methoxy-4-oxopyrimidine (III). Subsequent displacement of the methoxy group linked at C-2 of the pyrimidine ring by treatment with sec-butoxy potassium salt furnished 2-sec-butoxy-6-(3,5-dimethylphenyl)-3,4-dihydro-4-oxopyrimidine

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)	51783	methyl (Z)-4-(3,5-dimethylphenyl)-3-hydroxy-2-butenoate		C₁₃H₁₆O₃	详情	详情
(II)	26657	O-methyl isourea; [Amino(imino)methoxy]methane	52328-05-9	C₂H₆N₂O	详情	详情
(III)	51784	6-(3,5-dimethylbenzyl)-2-methoxy-4(3H)-pyrimidinone		C₁₄H₁₆N₂O₂	详情	详情
(IV)	51779	sodium 2-butanolate		C₄H₉NaO	详情	详情

Extended Information