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Hydrogen Sulfide → 2-Amino-5-benzyloxycarbonylamino-2-difluoromethylpentanoic acid
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Hydrogen Sulfide | HCID 402 | — |
| 反応物 | Eflornithine | HCID 3009 | — |
| 反応物 | Benzyl chloroformate | HCID 10387 | — |
| 反応物 | Ornithine, 2-(difluoromethyl)-, hydrochloride, hydrate (1:1:1) | HCID 441361 | — |
| 触媒 | Copper carbonate | HCID 14452 | — |
| 触媒 | Copper | HCID 23978 | — |
| 溶媒 | Water | HCID 962 | — |
| 生成物 | 2-Amino-5-benzyloxycarbonylamino-2-difluoromethylpentanoic acid | HCID 11220798 | — |
反応手順
To a solution of the copper salt of 2-difluoromethyl-2,5-diaminopentanoic acid in water, prepared by reacting 2-difluoromethyl-2,5-diaminopentanoic acid monohydrate hydrochloride (2.4 g) with copper carbonate (6 g), is added slowly at 0° C. with stirring 1.1 g of benzylchloroformate. The reaction mixture is stirred for an additional 3 hours at room temperature after which hydrogen sulfide is passed through the solution until it becomes colorless. The precipitate is filtered off, and the pH of the aqueous solution is adjusted to 6 by the addition of hydrochloric acid. Upon concentration 2-amino-5-benzyloxycarbonylamino-2-difluoromethylpentanoic acid is obtained.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US04330559 |
| 出典データセット | uspto-grants-1982_05 |
| ORD ID | ord-5eaf275ac0be40639d3d9b29563d9686 |
| 出典メモ | uspto-grants-1982_05 |