HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Hydrochloric Acid → tert-Butyl (2-carbamoylfuran-3-yl)carbamate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Hydrochloric Acid | HCID 313 | — |
| Edukt | Ammonium Chloride | HCID 25517 | — |
| Edukt | Diisopropylethylamine | HCID 81531 | — |
| Edukt | PyBOP | HCID 2724699 | — |
| Edukt | 3-((tert-Butoxycarbonyl)amino)furan-2-carboxylic acid | HCID 46835610 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | tert-Butyl (2-carbamoylfuran-3-yl)carbamate | HCID 53439236 | 89% |
Reaktionsschritte
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%);
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07427616B2 |
| Quelldatensatz | uspto-grants-2008_09 |
| ORD ID | ord-fc69a7ca2cf04a67bc09dcf34db3ae30 |
| Quellennotiz | uspto-grants-2008_09 |