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Methyl iodide → N-[4-methoxybenzenesulfonyl]-(D)-asparagine methyl ester
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Methyl iodide | HCID 6328 | — |
| 反応物 | Cesium carbonate | HCID 10796 | — |
| 反応物 | N-[4-methoxybenzenesulfonyl]-(D)-asparagine | HCID 27014145 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 溶媒 | Ammonium Chloride | HCID 25517 | — |
| 生成物 | N-[4-methoxybenzenesulfonyl]-(D)-asparagine methyl ester | HCID 70060643 | — |
反応手順
N-[4-methoxybenzenesulfonyl]-(D)-asparagine (10.1 g, 33.3 mmol) is dissolved in dimethylformamide (167.0 mL). Cesium carbonate (5.43 g, 16.66 mmol) is added, followed by the addition of methyl iodide (2.22 mL, 33.3 mmol), and the reaction is stirred overnight. The reaction is then diluted with saturated ammonium chloride (366.0 mL), and extracted well with ethyl acetate. The combined organic extracts are washed with brine, dried (Na2SO4), and the solvent is evaporated. The crude product is recrystallized from toluene to provide N-[4-methoxybenzenesulfonyl]-(D)-asparagine methyl ester.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05646167 |
| 出典データセット | uspto-grants-1997_07 |
| ORD ID | ord-c55e599db2fe4a409d14e14afe953590 |
| 出典メモ | uspto-grants-1997_07 |