HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Dicyclohexylcarbodiimide → 2-(6-Aminopurin-9-yl)ethoxymethyl-(3-hexadecoxypropoxy)phosphinic acid
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Edukt | Adefovir | HCID 60172 | — |
| Edukt | 3-(Hexadecyloxy)propan-1-ol | HCID 165753 | — |
| Lösungsmittel | Pyridine | HCID 1049 | — |
| Produkt | 2-(6-Aminopurin-9-yl)ethoxymethyl-(3-hexadecoxypropoxy)phosphinic acid | HCID 483471 | — |
Reaktionsschritte
To a mixture of adefovir (1.36 g, 5 mmol) and 3-hexadecyloxy-1-propanol (1.8 g, 6 mmol) in dry pyridine was added DCC (2.06 g, 10 mmol). The mixture was heated to reflux and stirred 18 h then cooled and filtered. The filtrate was concentrated under reduced pressure and the residue was applied to a short column of silica gel. Elution of the column with 9:1 dichloromethane/methanol yielded hexadecyloxypropyl-adefovir (HDP-ADV) as a white powder.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07094772B2 |
| Quelldatensatz | uspto-grants-2006_08 |
| ORD ID | ord-3ef1c6764a8d4e91a9de0d35ff77b2ac |
| Quellennotiz | uspto-grants-2006_08 |