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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 567431Erstellt: 25. Oktober 2026

Imidazole → 3-Tert-butyldimethylsilyloxy-17-cyclopropylmethyl-4,5alpha-epoxy-14beta-hydroxy-6-oxomorphinan

https://huagongshe.com/reaction/567431

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktImidazoleHCID 795—
EduktWaterHCID 962—
Edukttert-Butyldimethylsilyl chlorideHCID 28928—
EduktNaltrexone HydrochlorideHCID 5485201—
LösungsmittelDiethyl EtherHCID 3283—
LösungsmittelDimethylformamideHCID 6228—
Produkt3-Tert-butyldimethylsilyloxy-17-cyclopropylmethyl-4,5alpha-epoxy-14beta-hydroxy-6-oxomorphinanHCID 1439477976%

Reaktionsschritte

3.49 g of naltrexone hydrochloride was suspended in 10.5 ml of N,N-dimethylformamide. After adding 3.46 g of imidazole, 3.48 g of tert-butyldimethylchlorosilane was added followed by stirring for 35 minutes at room temperature. 30 ml of water and 50 ml of diethyl ether were added to the reaction system followed by separation. The aqueous layer was extracted twice with 30 ml of diethyl ether. The combined extracts were dried over anhydrous sodium sulfate and concentrated. The resulting residue was recrystallized from ethanol to obtain 3.2 g of the target compound (yield: 76%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06177438B1
Quelldatensatzuspto-grants-2001_01
ORD IDord-62f86fc05582497fb1f41dc0b98fd041
Quellennotizuspto-grants-2001_01