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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 458024Erstellt: 23. Oktober 2026

Water → 2-Methyl-2-[(S)-5-oxo-1-((S)-1-phenyl-ethyl)-pyrrolidin-3-ylmethyl]-malonic Acid Dimethyl Ester

https://huagongshe.com/de/reaction/458024

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktSodium hydrideHCID 24758—
EduktDimethyl methylmalonateHCID 69104—
Edukt(S)-4-Iodomethyl-1-((S)-1-phenyl-ethyl)-pyrrolidin-2-oneHCID 10830178—
LösungsmittelDimethyl SulfoxideHCID 679—
Produkt2-Methyl-2-[(S)-5-oxo-1-((S)-1-phenyl-ethyl)-pyrrolidin-3-ylmethyl]-malonic Acid Dimethyl EsterHCID 5909404181%

Reaktionsschritte

To dimethyl methylmalonate (1.06 g, 7.29 mmol) in DMSO (7 mL) at room temperature was added NaH (291 mg of a 60% dispersion in oil). After the effervescence had ceased the lactam 85 (2 g, 7.29 mol) in DMSO (5 mL) was added. After 1 hour water was added and the aqueous solution extracted with ether. The combined organic extracts were dried (MgSO4) and concentrated. Flash chromatography (1:1 hexane/acetone) of the residue gave the product as an oil (1.7 g, 81%). MS m/z 348 (M+H, 100%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07189747B2
Quelldatensatzuspto-grants-2007_03
ORD IDord-30e5fbd17ebc45b78420476ccbf0b13c
Quellennotizuspto-grants-2007_03