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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2217474Erstellt: 25. Oktober 2026

Methyl iodide → (2R,4R)-4-Methoxy-1-trityl-pyrrolidine-2-carboxylic acid methyl ester

https://huagongshe.com/reaction/2217474

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMethyl iodideHCID 6328—
EduktEthyl AcetateHCID 8857—
EduktSodium hydrideHCID 24758—
Edukt(2R,4R)-4-Hydroxy-1-trityl-pyrrolidine-2-carboxylic acid methyl esterHCID 68685802—
LösungsmittelDimethylformamideHCID 6228—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt(2R,4R)-4-Methoxy-1-trityl-pyrrolidine-2-carboxylic acid methyl esterHCID 68806999—

Reaktionsbedingungen

Temperatur0 °C

Reaktionsschritte

Into a solution of 2 (5.71 g, 14.7 mmol) in anhydrous DMF (20 mL) and anhydrous THF (20 mL) was added MeI (3.67 mL, 58.9 mmol). The solution was cooled to 0° C. in an ice bath and NaH (0.766 g, 19.2 mmol) was added in one portion. The mixture was stirred at RT for 26 h before adding EtOAc and washing sequentially with water and brine. The organic layer was dried over MgSO4 and concentrated under reduced pressure. Purification of the crude material by flash chromatography revealed 3 (4.67 g, 79%) as a white solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07407972B2
Quelldatensatzuspto-grants-2008_08
ORD IDord-ece8b149bdbe49069cab0d853ee02992
Quellennotizuspto-grants-2008_08