Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1710331Erstellt: 24. Oktober 2026

Dicyclohexylcarbodiimide → 2-(6-Aminopurin-9-yl)ethoxymethyl-(3-hexadecoxypropoxy)phosphinic acid

https://huagongshe.com/de/reaction/1710331

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDicyclohexylcarbodiimideHCID 10868—
EduktAdefovirHCID 60172—
Edukt3-(Hexadecyloxy)propan-1-olHCID 165753—
LösungsmittelPyridineHCID 1049—
Produkt2-(6-Aminopurin-9-yl)ethoxymethyl-(3-hexadecoxypropoxy)phosphinic acidHCID 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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07790703B2
Quelldatensatzuspto-grants-2010_09
ORD IDord-3281dd10aeb244d2b93fd18161c418c9
Quellennotizuspto-grants-2010_09