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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 469753Erstellt: 24. Oktober 2026

Acetonitrile → (2S)-1-[(tert-butoxy)carbonyl]-4,4-difluoropyrrolidine-2-carboxylic acid

https://huagongshe.com/de/reaction/469753

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAcetonitrileHCID 6342—
EduktLithium hydroxide, monohydrateHCID 168937—
EduktN-Boc-4,4-difluoro-L-proline methyl esterHCID 11129200—
LösungsmittelWaterHCID 962—
Produkt(2S)-1-[(tert-butoxy)carbonyl]-4,4-difluoropyrrolidine-2-carboxylic acidHCID 22977458—

Reaktionsschritte

Lithium hydroxide monohydrate (469 mg, 11.2 mmol) is added to a solution of (S)-4,4-difluoro-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester (1.48 g, 5.59 mmol) in 3:1 acetonitrile in water (20 mL). The reaction is stirred at room temperature for 2 hours. The reaction mixture is concentrated under reduced pressure and diluted with water and extracted with ether. The aqueous layer is acidified to PH˜1 and extracted with ethyl acetate 3 times. The organics are combined and washed with brine, dried over Na2SO4, filtered and concentrated under reduced pressure to yield the title compound. ESI m/z 152 [M+H+−100].

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08629157B2
Quelldatensatzuspto-grants-2014_01
ORD IDord-59361dd4390d44778a953c0f3f7efcb7
Quellennotizuspto-grants-2014_01