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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1629661Erstellt: 26. Oktober 2026

Prednisone → 4-(1-(dimethylamino)-4-((9Z,12Z)-octadeca-9,12-dienyloxy)butan-2-yloxy)-4-oxobutanoic acid

https://huagongshe.com/reaction/1629661

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPrednisoneHCID 5865—
EduktTriethylamineHCID 8471—
EduktPyBOPHCID 2724699—
Edukt4-(3-(dimethylamino)-2-((9Z,12Z)-octadeca-9,12-dienyloxy)propoxy)-4-oxobutanoic acidHCID 58332297—
LösungsmittelDichloromethaneHCID 6344—
Produkt4-(1-(dimethylamino)-4-((9Z,12Z)-octadeca-9,12-dienyloxy)butan-2-yloxy)-4-oxobutanoic acidHCID 58332292—

Reaktionsschritte

NEt3 (100 μL, 0.74 mmol, 1.0 equiv) was added dropwise to a dry dichloromethane solution (10 mL) of 4-(3-(dimethylamino)-2-((9Z,12Z)-octadeca-9,12-dienyloxy)propoxy)-4-oxobutanoic acid and the resultant was stirred for 15 minutes under argon at room temperature. PyBOP (0.48 g, 0.93 mmol, 1.25 equiv) was added in one portion and the resultant was stirred for 10 minutes. Prednisone (0.32 g, 0.89 mmol, 1.2 equiv) was added to the mixture and the resultant was stirred at room temperature for 18 hours and then concentrated to provide a thick yellow oil, (90% pure). Purification by flash column chromatography (5-15% MeOH in chloroformand (0-15% MeOH in EtOAc) provided the desired product

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08790691B2
Quelldatensatzuspto-grants-2014_07
ORD IDord-79652365657c436f874284c7dd76a6cb
Quellennotizuspto-grants-2014_07