|
【结 构 式】 
|
【分子编号】51780 【品名】sodium cyclohexanolate 【CA登记号】 |
【 分 子 式 】C6H11NaO 【 分 子 量 】122.142508 【元素组成】C 59% H 9.08% Na 18.82% O 13.1% |
合成路线1
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 cyclohexoxy sodium salt (IV) furnished 2-cyclohexoxy-6-benzyl-3,4-dihydro-4-oxopyrimidine.
| 【1】 Artico, M.; Selected non-nucleoside reverse transcriptase inhibitors (NNRTIs): the DABOs family. Drugs Fut 2002, 27, 2, 159. |
合成路线2
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 alkoxy or cyclohexoxy potassium salt furnished 2-cyclohexoxy-5-methyl-6-benzyl-3,4-dihydro-4-oxopyrimidine
| 【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) | 51780 | sodium cyclohexanolate | C6H11NaO | 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 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 cyclohexoxy potassium salt furnished 2-cyclohexoxy-5-methyl-6-benzyl-3,4-dihydro-4-oxopyrimidine
| 【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) | 51780 | sodium cyclohexanolate | C6H11NaO | 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 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 cyclohexoxy potassium salt furnished 2-cyclohexoxy-5-methyl-6-(3-methylphenyl)-3,4-dihydro-4-oxopyrimidine
| 【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) | 51780 | sodium cyclohexanolate | C6H11NaO | 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 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 cyclohexoxy potassium salt furnished 2-cyclohexoxy-6-(3,5-dimethylphenyl)-3,4-dihydro-4-oxopyrimidine
| 【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) | 51780 | sodium cyclohexanolate | C6H11NaO | 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 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 cyclohexoxy potassium salt furnished 2-cyclohexoxy-5-methyl-6-(3,5-dimethylphenyl)-3,4-dihydro-4-oxopyrimidine
| 【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) | 51780 | sodium cyclohexanolate | C6H11NaO | 详情 | 详情 |