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【结 构 式】 
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【分子编号】47921 【品名】 【CA登记号】 |
【 分 子 式 】C36H44N4Ni 【 分 子 量 】591.46572 【元素组成】C 73.11% H 7.5% N 9.47% Ni 9.92% |
合成路线1
该中间体在本合成路线中的序号：(VII)The reaction of 4-bromothiophene-3-carboxylic acid with SOCl2 gives the corresponding acyl chloride (II), which is condensed with N,O-dimethylhydroxylamine (III) to yield the amide (IV). The Grignard condensation of (IV) with 4-imidazolylmagnesium bromide (V) affords the methanone (VI), which is reduced with NaBH4 to the corresponding carbinol (VII). Finally, this alcohol is reduced and deprotected with BH3/Me2S in dichloromethane/THF.
| 【1】 Press, J.B.; Rasmussen, C.P.; Boyd, R.E.; et al.; alpha2 Adrenoceptor agonists as potential analgesic agents. 3. Imidazolylmethylthiophenes. J Med Chem 2001, 44, 6, 863. |
| 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) | 23827 | 4-bromo-3-thiophenecarboxylic acid | C5H3BrO2S | 详情 | 详情 | |
| (II) | 47917 | 4-bromo-3-thiophenecarbonyl chloride | C5H2BrClOS | 详情 | 详情 | |
| (III) | 13361 | (Methoxyamino)methane; N,O-Dimethylhydroxylamine | 1117-97-1 | C2H7NO | 详情 | 详情 |
| (IV) | 47918 | 4-bromo-N-methoxy-N-methyl-3-thiophenecarboxamide | C7H8BrNO2S | 详情 | 详情 | |
| (V) | 47919 | (4-bromo-3-thienyl)(1-trityl-1H-imidazol-4-yl)methanone | C27H19BrN2OS | 详情 | 详情 | |
| (VI) | 47920 | (4-bromo-3-thienyl)(1-trityl-1H-imidazol-4-yl)methanol | C27H21BrN2OS | 详情 | 详情 | |
| (VII) | 47921 | C36H44N4Ni | 详情 | 详情 |
合成路线2
该中间体在本合成路线中的序号：(I)The reaction of octaethylporphyrin (I) with 3-(dimethylamino)acrolein (II) by means of POCl3 gives the 10-(2-formylvinyl)octaethylporphyrin (III), which is treated with decylmagnesium bromide (IV) in THF to yield the corresponding alcohol (V). The cyclization of (V) in concentrated H2SO4 affords the decylbenzochlorin (VI), which is finally treated with zinc acetate in methanol/dichloromethane to provide the target zinc complex.
| 【1】 Li, G.; et al.; A simple and efficient approach for the synthesis of fluorinated and nonfluorinated octaethylporphyrin-based benzochlorins with variable lipophilicity. Their in vivo tumor uptake, and the preliminary in vitro photosensitizing. J Org Chem 2001, 66, 4, 1316. |