Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1296404Erstellt: 25. Oktober 2026

Sodium hydride → (R)-1-(5-Acetoxyhexyl)-7-benzyl-8-bromo-3-methylxanthine

https://huagongshe.com/reaction/1296404

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium hydrideHCID 24758—
Edukt7-Benzyl-8-bromo-3-methylxanthineHCID 836152—
Edukt5-(R)-Acetoxy-1-chlorohexaneHCID 11019434—
LösungsmittelDimethyl SulfoxideHCID 679—
Produkt(R)-1-(5-Acetoxyhexyl)-7-benzyl-8-bromo-3-methylxanthineHCID 5419033486%

Reaktionsschritte

To a stirring suspension of 7-benzyl-8-bromo-3-methylxanthine (10.06 g, 30.0 mmol) in anhydrous dimethylsulfoxide was added sodium hydride (864 mg, 36.0 mmol). After stirring at room temperature for 30 min, (R)-5-acetoxy-1-chlorohexane (5.9 g, 33.0 mmol) was added. After stirring at 70-75° C. for 12 hours, the mixture was cooled to room temperature, quenched with water (600 ml) and stirred at room temperature for 4 hours. The precipitate was filtered to provide (R)-1-(5-acetoxyhexyl)-7-benzyl-8-bromo-3-methylxanthine (12.31 g, 86% yield) as a beige powder.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07247630B2
Quelldatensatzuspto-grants-2007_07
ORD IDord-cbc87275f4fc4b3a9bd1e84b4bc4870f
Quellennotizuspto-grants-2007_07