HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Methyl chloroformate → (5S)-5-(acetylamino)-9,10,11-trimethoxy-6,7-dihydro-5H-dibenzo[a,c]cyclohepten-3-yl methyl carbonate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Methyl chloroformate | HCID 6586 | — |
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | N-Acetylcolchicinol | HCID 97865 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | (5S)-5-(acetylamino)-9,10,11-trimethoxy-6,7-dihydro-5H-dibenzo[a,c]cyclohepten-3-yl methyl carbonate | HCID 9953634 | 75% |
Reaktionsschritte
Triethylamine (70 μl; 0.5 mmol) and methyl chloroformate (39 μl; 0.5 mmol) were added to a solution of N-acetyl-colchicinol (0.178 g; 0.5 mmol) in THF (3 ml). The mixture was stirred at ambient temperature for 90 minutes. After removal of the insoluble material by filtration the residue was purified by flash chromatography eluting with dichloromethane/ethanol (98/2) to give (5S)-5-(acetylamino)-9,10,11-trimethoxy-6,7-dihydro-5H-dibenzo[a,c]cyclohepten-3-yl methyl carbonate.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07135502B1 |
| Quelldatensatz | uspto-grants-2006_11 |
| ORD ID | ord-3c29999c92e14e74829436e9ffd7b469 |
| Quellennotiz | uspto-grants-2006_11 |