Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Methanol | HCID 887 | — |
| Edukt | Acetic Anhydride | HCID 7918 | — |
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | Desacetyl famciclovir hydrochloride | HCID 44226540 | — |
| Katalysator | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Lösungsmittel | Isopropanol | HCID 3776 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | Famciclovir | HCID 3324 | 70% |
Reaktionsschritte
To a stirred suspension of 2-amino-9-(4-hydroxy-3-hydroxymethylbut-1-yl)purine hydrochloride (0.79 g), 4-dimethylaminopyridine (16 mg) and triethylamine (1.4 ml) in dichloromethane (16 ml) at room temperature was added acetic anhydride (0.57 ml). The resulting mixture was stirred at ambient temperature for 2.25 hours. Methanol (4 ml) was added and the solution stirred for 0.5 hours before being evaporated to dryness. Water (20 ml) was added and the aqueous solution extracted with dichloromethane (3×20 ml). The combined extracts were concentrated to give an oil. This oil was dissolved in 2-propanol (5 ml), the solvent evaporated and the residue recrystallised from 2-propanol (5 ml). The product was collected by filtration, washed with 2-propanol (3 ml) and dried to give the title compound (654 mg, 70%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US06806375B2 |
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| Quelldatensatz | uspto-grants-2004_10 |
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| ORD ID | ord-9ad1f9c441df42e1884e9625e9eeaff8 |
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| Quellennotiz | uspto-grants-2004_10 |
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