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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 458025Erstellt: 24. Oktober 2026

Dimethyl Sulfoxide → 2-Methyl-3-[(S)-5-oxo-1-((S)-1-phenyl-ethyl)-pyrrolidin-3-yl]-propionic Acid Methyl Ester

https://huagongshe.com/de/reaction/458025

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethyl SulfoxideHCID 679—
EduktSodium ChlorideHCID 5234—
Edukt2-Methyl-2-[(S)-5-oxo-1-((S)-1-phenyl-ethyl)-pyrrolidin-3-ylmethyl]-malonic Acid Dimethyl EsterHCID 59094041—
LösungsmittelWaterHCID 962—
Produkt2-Methyl-3-[(S)-5-oxo-1-((S)-1-phenyl-ethyl)-pyrrolidin-3-yl]-propionic Acid Methyl EsterHCID 5909403840%

Reaktionsschritte

The ester 92 (483 mg, 1.4 mmol), NaCl (104 mg, 1.8 mmol), water (105 μL) and DMSO (5 mL) were heated to reflux for 2 hours. The solution was cooled to room temperature water was added and the aqueous solution extracted with ether. The combined organic extracts were dried (MgSO4) and concentrated. Flash chromatography (80% to 66% hexane/acetone) of the residue gave the product as an oil (160 mg, 40%). MS m/z 290 (M+H, 100%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07189747B2
Quelldatensatzuspto-grants-2007_03
ORD IDord-72df8851f1904a9ab3ac6d773c2c0631
Quellennotizuspto-grants-2007_03