化工社化工社 化学情報印刷レポート · 研究参考用
4-Chlorobenzenesulfonyl chloride → (2R)-2-(4-Chlorobenzenesulfonylamino)-4-methylpentanoic acid amide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 4-Chlorobenzenesulfonyl chloride | HCID 7398 | — |
| 反応物 | Triethylamine | HCID 8471 | — |
| 反応物 | (R)-2-Amino-4-methylpentanamide hydrochloride | HCID 56776963 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | (2R)-2-(4-Chlorobenzenesulfonylamino)-4-methylpentanoic acid amide | HCID 59001058 | 90% |
反応手順
To a solution of (D)-leucinamide hydrochloride (0.25 g, 1.5 mmol), and Et3N (0.43 mL, 3.0 mmol) in CH2Cl2 (150 mL) was added 4-chlorobenzenesulfonyl chloride (380 mg, 1.8 mmol). The resulting solution was stirred at rt for 18 h. The reaction was then diluted with CH2Cl2 (200 mL) and washed with H2O, 0.5 N HCl, brine, and dried over MgSO4, to afford the titled compound (410 mg) as a white solid in 90% yield. MS (ESI), (M+H)+ 305.2; 1H NMR (DMSO-d6) δ 7.77 (d, 2H, J=8.7), 7.62 (d, 2H, J=8.7), 6.90 (br s, 1H), 3.67 (m, 1H), 1.54 (m, 1H), 1.31 (m, 2H), 0.81 (d, 3H, J=7.0), 0.71 (d, 3H, J=7.0).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07786122B2 |
| 出典データセット | uspto-grants-2010_08 |
| ORD ID | ord-9bb8f87368bb4c3da831aca7229eeb11 |
| 出典メモ | uspto-grants-2010_08 |