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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2390570Erstellt: 25. Oktober 2026

Ethanol → (S)-3-((R)-2-Ethoxy-1-hydroxyethyl)pyrrolidine-1-carboxylic Acid t-Butyl Ester

https://huagongshe.com/reaction/2390570

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktEthanolHCID 702—
EduktSodium ethoxideHCID 2723922—
Edukt(S)-(R)-3-Oxiranylpyrrolidine-1-carboxylic acid t-butyl esterHCID 86650334—
LösungsmittelDichloromethaneHCID 6344—
Produkt(S)-3-((R)-2-Ethoxy-1-hydroxyethyl)pyrrolidine-1-carboxylic Acid t-Butyl EsterHCID 66858889—

Reaktionsschritte

(S)—(R)-3-Oxiranylpyrrolidine-1-carboxylic acid t-butyl ester (440 mg, 2.1 mmol) was added to 2M of sodium ethoxide in EtOH (2.1 mL, 4.1 mmol; prepared from EtOH and NaH). The resulting solution was placed in a microwave reactor for 10 minutes at 100° C., then cooled to room temperature. DCM (5 mL) was added, followed by washing with saturated aqueous NaCl (5 mL). The organic layer was collected, dried over Na2SO4, filtered, and concentrated. The crude product was purified by column chromatography (0-100% ether/Hexanes) to give the title compound as a clear oil (400 mg).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08273786B2
Quelldatensatzuspto-grants-2012_09
ORD IDord-38406471dfb1477c8ba059f1fe35e950
Quellennotizuspto-grants-2012_09