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4-Methoxybenzenesulfonyl chloride → (2R)-2-{[(4-methoxyphenyl)sulfonyl]amino}-4-methylpentanoic acid
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-Leucine | HCID 439524 | — |
| 溶媒 | Water | HCID 962 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 溶媒 | 1,4-Dioxane | HCID 31275 | — |
| 生成物 | (2R)-2-{[(4-methoxyphenyl)sulfonyl]amino}-4-methylpentanoic acid | HCID 744873 | — |
反応手順
(D)-leucine (7.1 g, 53.9 mmol) is dissolved in dioxane (60.0 mL) and water (60.0 mL). To this solution is added triethylamine (11.3 mL, 80.9 mmol) and 4-methoxybenzenesulfonyl chloride (12.25 g, 59.3 mmol), and the reaction is stirred at room temperature overnight. The reaction is then diluted with methylene chloride and washed successively with 2.5N hydrochloric acid, water, and brine. The organic phase is dried (Na2SO4), and the solvent is evaporated to give N-[4-methoxybenzenesulfonyl]-(D)-leucine, which is used without further purification.
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-0e3bb700c4d44b50a8e000857b404989 |
| 出典メモ | uspto-grants-1997_07 |