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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 336095Erstellt: 23. Oktober 2026

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

https://huagongshe.com/de/reaction/336095

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
PatentnummerUS08889658B2
Quelldatensatzuspto-grants-2014_11
ORD IDord-042cf080ba2b4e1c824dea13c88a05c8
Quellennotizuspto-grants-2014_11