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聚[6-[4-(4-氰基苯基)苯氧基]己基甲基丙烯酸酯] → methyl N-benzyloxy-carbonyl-L-prolyl-1-aminocyclopentane-1-carboxylate
参与物
| 角色 | 名称 | HCID | 投料 |
|---|---|---|---|
| 反应物 | 聚[6-[4-(4-氰基苯基)苯氧基]己基甲基丙烯酸酯] | HCID 962 | — |
| 反应物 | 三乙胺 | HCID 8471 | — |
| 反应物 | 1,4-二氧六环 | HCID 31275 | — |
| 反应物 | N-苄氧羰基-L-脯氨酸 | HCID 101987 | — |
| 反应物 | 1-氨基-1-环戊烷甲酸甲酯 | HCID 231225 | — |
| 溶剂 | 乙酸乙酯 | HCID 8857 | — |
| 产物 | methyl N-benzyloxy-carbonyl-L-prolyl-1-aminocyclopentane-1-carboxylate | HCID 86740982 | 79% |
反应步骤
5.4 ml of triethylamine and 13.5 g of the N-hydroxysuccinimide ester of N-benzyloxycarbonyl-L-proline were added to 5.6 g of methyl 1-aminocyclopentane-1-carboxylate in 50 ml of dioxane at 10° C., the reaction mixture was stirred for 2 hours at this temperature, 20 ml of water were then added and the reaction was allowed to continue for 20 hours at room temperature. The mixture was taken up in ethyl acetate, and the organic phase was washed successively with 10% strength aqueous citric acid solution, sodium carbonate solution and water, dried over sodium sulfate and evaporated down under reduced pressure. Crystallization of the solid residue gave 11.5 g (79%) of methyl N-benzyloxy-carbonyl-L-prolyl-1-aminocyclopentane-1-carboxylate.
来源与证据
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 专利号 | US04610817 |
| 来源数据集 | uspto-grants-1986_09 |
| ORD ID | ord-370cbb45113842a6869250f03197467e |
| 来源说明 | uspto-grants-1986_09 |