関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Hydrochloric Acid | HCID 313 | — |
| 反応物 | S-benzyl-L-cysteine | HCID 193613 | — |
| 反応物 | Ethyl alpha-oxobenzenebutanoate | HCID 562087 | — |
| 反応物 | Sodium cyanoborohydride | HCID 5003444 | — |
| 溶媒 | Ethanol | HCID 702 | — |
| 生成物 | Ammonium Hydroxide | HCID 14923 | 7% |
| 生成物 | N-[1(S)-carboethoxy-3-phenylpropyl]-S-benzyl-(R)-cysteine | HCID 22825650 | — |
反応手順
Stir 10.5 g of S-benzyl-L-cysteine and 11.0 g of 2-oxo-4-phenylbutyric acid, ethyl ester in 1000 ml of absolute ethanol at room temperature for 24 hours. Add 5.28 g of sodium cyanoborohydride and stir the resulting mixture at room temperature for 48 hours. Concentrate this mixture in vacuo at 30° C. to give a white residue. Suspend the residue in ice-water, add concentrated hydrochloric acid to maintain pH 2-4, and stir this mixture for 11/2-2 hours. Absorb this aqueous solution on XAD-2 (Rohm & Haas Co.) resin. Elute the resin with water and then with absolute ethanol. Concentrate the ethanol solution and chromatograph the residue on a column of silica gel using chloroform:isopropanol:7% ammonium hydroxide 1:1:1 (organic layer) to give N-[1(S)-carboethoxy-3-phenylpropyl]-S-benzyl-(R)-cysteine.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US04431645 |
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| 出典データセット | uspto-grants-1984_02 |
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| ORD ID | ord-76903b21356742eb90462bc9e69eb91e |
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| 出典メモ | uspto-grants-1984_02 |
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