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1,2-Dichloroethane → 3-t-Butoxycarbonylamino-2-(RS)-[(Naphth-2-ylmethyl)-1H-imidazol-5-yl]acetylamino-propionic acid methyl ester
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 1,2-Dichloroethane | HCID 11 | — |
| 反応物 | Triethylamine | HCID 8471 | — |
| 反応物 | 3-hydroxy-1,2,3-benzotriazin-4(3H)-one | HCID 73026 | — |
| 反応物 | Methyl 2-amino-3-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate | HCID 3442239 | — |
| 反応物 | 1-(2-naphthylmethyl)-1H-imidazol-5-ylacetic acid hydrochloride | HCID 70206205 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 溶媒 | Ethyl Acetate | HCID 8857 | — |
| 生成物 | 3-t-Butoxycarbonylamino-2-(RS)-[(Naphth-2-ylmethyl)-1H-imidazol-5-yl]acetylamino-propionic acid methyl ester | HCID 67571717 | — |
反応手順
To a solution of 2-[1-(Naphth-2-ylmethyl)-1H-imidazol-5-yl]acetic acid hydrochloride (3.83 g, 12.7 mmol), 3-t-butoxycarbonylamino-2(R,S)-aminopropionic acid methyl ester (3.33 g, 15.3 mmol), HOOBT (2.30 g, 14.1 mmol), and triethylamine (5.80 ml, 42.0 mmol) in DMF (150 ml) at 0° C., was added EDC (2.67 g, 13.9 mmol). The reaction was stirred at room temperature for 18 hrs, diluted with EtOAc and the organic layer washed with sat. aq NaHCO3, brine, dried (Na2SO4), and the solvent evaporated in vacuo. The residue was chromatographed (SiO2, 5% MeOH in CH2Cl2) to afford the title compound as a white solid.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05756528 |
| 出典データセット | uspto-grants-1998_05 |
| ORD ID | ord-5b58df51c8e143489b10689e2826e4c4 |
| 出典メモ | uspto-grants-1998_05 |