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HRID 525001Erstellt: 26. Oktober 2026

N-Boc-4,4-difluoro-L-proline methyl ester → (2S)-1-[(tert-butoxy)carbonyl]-4,4-difluoropyrrolidine-2-carboxylic acid

https://huagongshe.com/reaction/525001

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktN-Boc-4,4-difluoro-L-proline methyl esterHCID 11129200—
LösungsmittelMethanolHCID 887—
LösungsmittelTetrahydrofuranHCID 8028—
LösungsmittelSodium HydroxideHCID 14798—
Produkt(2S)-1-[(tert-butoxy)carbonyl]-4,4-difluoropyrrolidine-2-carboxylic acidHCID 2297745899%

Reaktionsschritte

1.08 g (4.08 mmol) of (S)-1-tert-butyl 2-methyl 4,4-difluoropyrrolidine-1,2-dicarboxylate (purchased from Aldrich®; cat. no. 702463) were dissolved in a mixture of 10 mL of methanol and 10 mL of tetrahydrofurane and 6.12 mL of a 2M aqueous solution of sodium hydroxide were added. The solution was stirred at room temperature for 1 hour and then the organic solvents were removed. The remaining solution was diluted with water and 6.12 mL of 2M hydrochloric acid were added. The product that precipitated was extracted with dichloromethane (×3), the combined organic layers were washed with brine, dried over magnesium sulphate, filtered and the solvent was removed. 1.01 g (99% yield) of the title compound were obtained as a white solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09340547B2
Quelldatensatzuspto-grants-2016_05
ORD IDord-429dd18a78c443ad8a13d8876b6badf6
Quellennotizuspto-grants-2016_05