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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 991154Erstellt: 26. Oktober 2026

Ethanol → HCID 178464535, Verbindung

https://huagongshe.com/reaction/991154

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktEthanolHCID 702—
EduktZidovudineHCID 35370—
EduktDiisopropylethylamineHCID 81531—
Edukt1,3-Cyclohexanedione, 2-acetyl-5,5-dimethyl-HCID 519448—
KatalysatorPalladiumHCID 23938—
LösungsmittelMethanolHCID 887—
ProduktHCID 178464535HCID 17846453566%

Reaktionsschritte

3′-Deoxy-3′-azido-thymidine (200 mg, 0.75 mmol) was dissolved in MeOH (25 ml) and Pd/C (40 mg) was added. The suspension was stirred over a constant stream of H2 overnight. The reaction mixture was filtered, and the filtrate was concentrated. The residue was taken up in abs. EtOH (5 ml), N,N-diisopropylethylamine (0.1 ml) and 2-acetyldimedone (204 mg, 1.12 mmol) were added and the solution was refluxed for 5 h. The reaction mixture was cooled to room temperature and the product was precipitated by adding ether (50 ml) giving 3′-deoxy-3′-[1-(4,4-dimethyl-2,6-dioxocyclohex-1-ylidene)-ethylamino]-thymidine (24) (200 mg, 66%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06462183B1
Quelldatensatzuspto-grants-2002_10
ORD IDord-ec9fdee397b346fd96d26abcf130b5e9
Quellennotizuspto-grants-2002_10