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Ethanol → N-Boc-4-cyanophenylalanine-N-methylamide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Ethanol | HCID 702 | — |
| 反応物 | Methylamine | HCID 6329 | — |
| 反応物 | 4-Methylmorpholine | HCID 7972 | — |
| 反応物 | Pentafluorophenol | HCID 13041 | — |
| 反応物 | N-(tert-Butoxycarbonyl)-4-cyano-L-phenylalanine | HCID 7020841 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | N-Boc-4-cyanophenylalanine-N-methylamide | HCID 22851210 | 92% |
反応手順
A solution of N-Boc-4-cyanophenylalanine (1.92 g, 6.6 mmol) and pentafluorophenol (2.43 g, 13.2 mmol) in CH2Cl2 (30 ml) at 0° C. was treated with 4-methylmorpholine (0.74 g, 7.3 mmol). After stirring the reaction mixture for 3 hours, 8M methylamine in ethanol (15 ml, 19.8 mmol) was added and the reaction mixture left to stir at room temperature for 16 hours. The solvent was removed under pressure, the residue dissolved in CH2Cl2 (50 ml) and washed with saturated sodium bicarbonate (2×50 ml), 1M citric acid (2×50 ml) and brine (50 ml). The CH2Cl2 layer was dried over MgSO4 and the solvent removed under pressure to yield the title compound as a white solid (1.84 g, 92%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05412145 |
| 出典データセット | uspto-grants-1995_05 |
| ORD ID | ord-a67bf3e8d4a2491c9a876d6e5cb62b11 |
| 出典メモ | uspto-grants-1995_05 |