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4-Methoxybenzenesulfonyl chloride → 1-[(4-Methoxyphenyl)sulfonyl]-D-proline
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 4-Methoxybenzenesulfonyl chloride | HCID 7401 | — |
| 反応物 | Triethylamine | HCID 8471 | — |
| 反応物 | D-Proline | HCID 8988 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | 1-[(4-Methoxyphenyl)sulfonyl]-D-proline | HCID 744902 | — |
反応手順
(D)-proline (0.78 g, 6.77 mmol) is suspended in methylene chloride (25.0 mL). To this solution is added triethylamine (1.13 mL, 8.12 mmol) and 4-methoxybenzenesulfonyl chloride (1.4 g, 6.77 mmol), and the reaction is stirred at room temperature for two days. The reaction is then diluted with methylene chloride and washed successively with 1N hydrochloric acid, water, and brine. The organic phase is dried (MgSO4), and the solvent is evaporated. The product is purified by silica gel chromatography (10% methanol/ethyl acetate) to give 1-[4-methoxybenzenesulfonyl]-pyrrolidine-2(R)-carboxylic acid.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05552419 |
| 出典データセット | uspto-grants-1996_09 |
| ORD ID | ord-09d22fde3f5247b78c8eb7f8d6e71a28 |
| 出典メモ | uspto-grants-1996_09 |