|
【结 构 式】 
|
【分子编号】65096 【品名】4-(tert-butoxycarbonyl)-3,5-dimethyl-1H-pyrrole-2-carboxylic acid 【CA登记号】 |
【 分 子 式 】C12H17NO4 【 分 子 量 】239.27132 【元素组成】C 60.24% H 7.16% N 5.85% O 26.75% |
合成路线1
该中间体在本合成路线中的序号：(II)The known 3,5-dimethylpyrrole-2,4-dicarboxylic acid 2-benzyl ester 4-t-butyl ester (I) is subjected to benzyl group hydrogenolysis over Pd/C to provide the corresponding pyrrole-2-carboxylic acid (II). Subsequent coupling of acid (II) with 1-propanol (III) in the presence of trifluoroacetic anhydride furnishes the 2-propyl ester (IV). The 4-t-butyl ester of (IV) is then cleaved by means of trifluoroacetic acid, yielding the pyrrole-4-carboxylic acid (V). This is finally coupled to 3,3-dimethyl-2-butanol (VI) by using trifluoroacetic anhydride to furnish the target pyrrole diester.
| 【1】 Synthesis and pharmacological characterisation of 2,4-dicarboxy-pyrroles as selective non-competitive mGluR1 antagonists. Bioorg Med Chem 2003, 11, 2, 171. |
| 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) | 65095 | 2-benzyl 4-(tert-butyl) 3,5-dimethyl-1H-pyrrole-2,4-dicarboxylate | C19H23NO4 | 详情 | 详情 | |
| (II) | 65096 | 4-(tert-butoxycarbonyl)-3,5-dimethyl-1H-pyrrole-2-carboxylic acid | C12H17NO4 | 详情 | 详情 | |
| (III) | 29338 | 1-propanol | 71-23-8 | C3H8O | 详情 | 详情 |
| (IV) | 65097 | 4-(tert-butyl) 2-propyl 3,5-dimethyl-1H-pyrrole-2,4-dicarboxylate | C15H23NO4 | 详情 | 详情 | |
| (V) | 65098 | 2,4-dimethyl-5-(propoxycarbonyl)-1H-pyrrole-3-carboxylic acid | C11H15NO4 | 详情 | 详情 | |
| (VI) | 65099 | 3,3-dimethyl-2-butanol | C6H14O | 详情 | 详情 |