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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1268155Erstellt: 26. Oktober 2026

Methanol → Famciclovir

https://huagongshe.com/reaction/1268155

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMethanolHCID 887—
EduktAcetic AnhydrideHCID 7918—
EduktTriethylamineHCID 8471—
EduktDesacetyl famciclovir hydrochlorideHCID 44226540—
Katalysator4-(Dimethylamino)pyridineHCID 14284—
LösungsmittelIsopropanolHCID 3776—
LösungsmittelDichloromethaneHCID 6344—
ProduktFamciclovirHCID 332470%

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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06555685B1
Quelldatensatzuspto-grants-2003_04
ORD IDord-dfd0fd26c1a749f19a918feecabcbf28
Quellennotizuspto-grants-2003_04