関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Triethylamine | HCID 8471 | — |
| 反応物 | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| 反応物 | (S)-Boc-Diaminobutyric acid | HCID 86752309 | — |
| 反応物 | HCID 178418300 | HCID 178418300 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | 3-(3-(S)-Amino-2-oxopyrrolidin-1-ylmethyl)benzonitrile hydrochloride | HCID 22870786 | 85.2% |
反応手順
To a solution of (S)-Boc-diaminobutyric acid (25 g, 115 mmol), triethylamine (35 g, 344 mmol), and hydroxybenzotriazole (19.3 g, 143 mmol) in 0.5 L of THF is added 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (27.4 g, 143 mmol). The solution is heated to 60° C. over 15 minutes. A white precipitate forms and the solution is kept at 60° C. for 4 hours. After this time, the solution is filtered and the collected liquid is concentrated. The crude product is purified by column chromatography in a gradient of 1% MeOH/CH2Cl2 to 3% MeOH/CH2Cl2 to afford the title compound (19.6 g, 98 mmol) as a white solid.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 特許番号 | US05958918 |
|---|
| 出典データセット | uspto-grants-1999_09 |
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| ORD ID | ord-b3888683d46e4beab8287223173bb7f2 |
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| 出典メモ | uspto-grants-1999_09 |
|---|
