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Hydrochloric Acid → tert-Butyl (2-carbamoylfuran-3-yl)carbamate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Hydrochloric Acid | HCID 313 | — |
| 反応物 | Ammonium Chloride | HCID 25517 | — |
| 反応物 | Diisopropylethylamine | HCID 81531 | — |
| 反応物 | PyBOP | HCID 2724699 | — |
| 反応物 | 3-((tert-Butoxycarbonyl)amino)furan-2-carboxylic acid | HCID 46835610 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | tert-Butyl (2-carbamoylfuran-3-yl)carbamate | HCID 53439236 | 89% |
反応手順
Diisopropylethylamine (14.75 mL) was added to a suspension of PyBOP (10.4 g), ammonium chloride (1.81 g) and 3-[(tert-butoxycarbonyl)amino]-2-furoic acid (Intermediate 81) (3.83 g) in DMF (50 mL). The resulting mixture was stirred at ambient temperature for 90 minutes, poured into 0.4 M HCl (250 mL) and extracted into DCM (3×100 mL). The combined organics were washed with water (80 mL) and brine (80 mL), dried (MgSO4), and evaporated The product was purified by flash chromatography on silica, eluting with 20-70% EtOAc in isohexane to afford the title compound as a white solid (3.38 g, 89%);
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07427616B2 |
| 出典データセット | uspto-grants-2008_09 |
| ORD ID | ord-fc69a7ca2cf04a67bc09dcf34db3ae30 |
| 出典メモ | uspto-grants-2008_09 |