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【结 构 式】 
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【分子编号】57629 【品名】2-[(1S)-1-([1,1'-biphenyl]-2-yloxy)ethyl]-4,5-dihydro-1H-imidazole; [1,1'-biphenyl]-2-yl (1S)-1-(4,5-dihydro-1H-imidazol-2-yl)ethyl ether 【CA登记号】 |
【 分 子 式 】C17H18N2O 【 分 子 量 】266.3428 【元素组成】C 76.66% H 6.81% N 10.52% O 6.01% |
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：(IIIa)The title compound is prepared starting from the known (S) methyl 2-(biphenyl-2-yloxy)propionate (I). Treatment of ester (I) with ethylenediamine (II) in the presence of AlMe3 gives rise to the corresponding imidazoline (II) with some loss of optical purity. Enantiomeric enrichment of (II) is accomplished by fractional crystallization with (-)-di-O,O'-p-toluoyl-L-tartaric acid. The optically pure imidazoline is finally isolated as the corresponding oxalate salt.
| 【1】 Brasili, L.; Bousquet, P.; Gentili, F.; et al.; alpha-Adrenoceptors profile modulation and high antinociceptive activity of (S)-(-)-2-[1-(biphenyl-2-yloxy)ethyl]-4,5-dihydro-1H-imidazole. J Med Chem 2002, 45, 1, 32. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (IIIa) | 57629 | 2-[(1S)-1-([1,1'-biphenyl]-2-yloxy)ethyl]-4,5-dihydro-1H-imidazole; [1,1'-biphenyl]-2-yl (1S)-1-(4,5-dihydro-1H-imidazol-2-yl)ethyl ether | C17H18N2O | 详情 | 详情 | |
| (IIIb) | 57630 | 2-[(1R)-1-([1,1'-biphenyl]-2-yloxy)ethyl]-4,5-dihydro-1H-imidazole; [1,1'-biphenyl]-2-yl (1R)-1-(4,5-dihydro-1H-imidazol-2-yl)ethyl ether | C17H18N2O | 详情 | 详情 | |
| (I) | 57628 | methyl (2S)-2-([1,1'-biphenyl]-2-yloxy)propanoate | C16H16O3 | 详情 | 详情 | |
| (II) | 14754 | ethylenediamine;1,2-Diaminoethane;ethane-1,2-diamine；1,2-Ethanediamine | 107-15-3 | C2H8N2 | 详情 | 详情 |
Extended Information