HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Galantamin → (-)-Galantamine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Galantamin | HCID 3449 | — |
| Edukt | Sodium Hydroxide | HCID 14798 | — |
| Edukt | Methylephedrine | HCID 64782 | — |
| Edukt | Narwedine | HCID 10356588 | — |
| Edukt | n-Ethyl-2-aminopyridine | HCID 19364846 | — |
| Edukt | Aluminium lithium hydride | HCID 21226445 | — |
| Lösungsmittel | Diethyl Ether | HCID 3283 | — |
| Produkt | (-)-Galantamine | HCID 9651 | 85% |
Reaktionsschritte
(-)-Narwedine (>98% ee, 0.1 g) was added to a mixture of lithium aluminium hydride (1.2 ml of a 1.0 M solution in ether), (-)-N-methylephedrine (0.23 g) and N-ethyl-2-aminopyridine (0.31 g) in ether at 0° C., and the resulting mixture was stirred at that temperature for 4 h. Sodium hydroxide solution (10 ml of a 1.0 M solution) was added and the product extracted with dichloromethane. Evaporation of the organic phase gave (-)-galanthamine (>98% ee, 85% yield) free of epigalanthamine by GC/MS analysis.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US06018043 |
| Quelldatensatz | uspto-grants-2000_01 |
| ORD ID | ord-08359b98dfe24632af0e79f2f34302e6 |
| Quellennotiz | uspto-grants-2000_01 |