HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Methyl chloroformate → (R)-quinuclidin-3-yl 2-(methoxycarbonylamino)-2-phenylacetate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Methyl chloroformate | HCID 6586 | — |
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | (R)-Quinuclidin-3-yl 2-amino-2-phenylacetate dihydrochloride | HCID 67425463 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | (R)-quinuclidin-3-yl 2-(methoxycarbonylamino)-2-phenylacetate | HCID 67607568 | 40,5% |
Reaktionsschritte
To a suspension of (R)-quinuclidin-3-yl 2-amino-2-phenylacetate dihydrochloride (I25) (150 mg, 0.45 mmol) in DCM (5 ml), were added triethylamine (188 μl, 1.35 mmol) and methyl carbonochloridate (41.7 μl, 0.54 mmol). The reaction was stirred at RT for 4 hours, and then the solvent was evaporated. The residue was taken up with EtOAc and washed with water and brine. The organic phase was dried over Na2SO4 and evaporated to obtain (R)-quinuclidin-3-yl 2-(methoxycarbonylamino)-2-phenylacetate (58.0 mg; 40% yield). The compound was used in the next step without any further purification.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08772314B2 |
| Quelldatensatz | uspto-grants-2014_07 |
| ORD ID | ord-b57e3d1877d346b2bc54c2fe27955ffa |
| Quellennotiz | uspto-grants-2014_07 |