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Benzyl chloroformate → 4-Methyl-N-((phenylmethoxy)carbonyl)-L-leucine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Benzyl chloroformate | HCID 10387 | — |
| 反応物 | Sodium Hydroxide | HCID 14798 | — |
| 反応物 | (2S)-2-Amino-4,4-dimethylpentanoic acid | HCID 194032 | — |
| 溶媒 | Acetonitrile | HCID 6342 | — |
| 生成物 | 4-Methyl-N-((phenylmethoxy)carbonyl)-L-leucine | HCID 7020252 | — |
反応手順
To a 1M solution of NaOH (135 ml, 135 mmol) was added 2(S)-amino-4,4-dimethylpentanoic acid (commercially available) (9.8 g, 67.5 mmol), followed by benzyloxycarbonyl chloride (11.6 ml, 80.99 mmol) in acetonitrile (20 ml) and the reaction mixture was stirred for 12 h at room temperature. The solvent was evaporated using rotavap and the slurry was washed with hexane and then adjusted the pH to 6 using 6N HCl. The resulting solution was extracted with ethyl acetate. The organic layer was washed with brine and dried over MgSO4. The solvent was evaporated to get 2(S)-benzyloxycarbonylamino-4,4-dimethylpentanoic acid (18.6 g) as a sticky gum which was used in the next step without further purification.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08013186B2 |
| 出典データセット | uspto-grants-2011_09 |
| ORD ID | ord-c92b337ac7e54067a8e69d9f0d0bd431 |
| 出典メモ | uspto-grants-2011_09 |