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【结 构 式】 
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【分子编号】31038 【品名】4-[(Z)-4-phenyl-1-butenyl]-1-trityl-1H-imidazole 【CA登记号】 |
【 分 子 式 】C32H28N2 【 分 子 量 】440.5878 【元素组成】C 87.24% H 6.41% N 6.36% |
合成路线1
该中间体在本合成路线中的序号：(III)The Wittig condensation of 1-tritylimidazole-4-carbaldehyde (I) with triphenyl(3-phenylpropyl)phosphonium bromide (II) and potassium tert-butoxide in THF gives 4-(4-phenyl-1(Z)-butenyl)-1-trityl-1H-imidazole (III), which is deprotected with 6N HCl in refluxing acetone.
| 【1】 Stark, H.; Ligneau, X.; Arrang, J.-M.; Schwartz, J.-C.; Schunack, W.; General construction pattern of histamine H3-receptor antagonists: Change of a paradigm. Bioorg Med Chem Lett 1998, 8, 15, 2011. |
合成路线2
该中间体在本合成路线中的序号：(III)The Wittig condensation of 1-tritylimidazole-4-carbaldehyde (I) with triphenyl(3-phenylpropyl)phosphonium bromide (II) and potassium tert-butoxide in THF gives 4-(4-phenyl-1(Z)-butenyl)-1-trityl-1H-imidazole (III), which is deprotected with 6N HCl in refluxing acetone yielding 4-(4-phenyl-1(Z)-butenyl)-1H-imidazole (IV). Finally, this compound is hydrogenated with H2 over Pd/C in methanol.
| 【1】 Stark, H.; Ligneau, X.; Arrang, J.-M.; Schwartz, J.-C.; Schunack, W.; General construction pattern of histamine H3-receptor antagonists: Change of a paradigm. Bioorg Med Chem Lett 1998, 8, 15, 2011. |
| 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) | 27712 | 1-trityl-1H-imidazole-4-carbaldehyde；1-Tritylimidazole-4-carboxaldehyde | 33016-47-6 | C23H18N2O | 详情 | 详情 |
| (II) | 31037 | triphenyl(3-phenylpropyl)phosphonium bromide | 7484-37-9 | C27H26BrP | 详情 | 详情 |
| (III) | 31038 | 4-[(Z)-4-phenyl-1-butenyl]-1-trityl-1H-imidazole | C32H28N2 | 详情 | 详情 | |
| (IV) | 31039 | 4-[(Z)-4-phenyl-1-butenyl]-1H-imidazole | C13H14N2 | 详情 | 详情 |