Trifluoroacetic acid → methyl (2S)-4,4-difluoropyrrolidine-2-carboxylate

HRID 1035944

Reaktionsgleichung

Reaktionsgleichung von HRID 1035944
[F:1][C:2]1([F:18])[CH2:6][N:5](C(OC(C)(C)C)=O)[C@H:4]([C:14]([O:16][CH3:17])=[O:15])[CH2:3]1.FC(F)(F)C(O)=O>C(Cl)Cl>[F:18][C:2]1([F:1])[CH2:6][NH:5][C@H:4]([C:14]([O:16][CH3:17])=[O:15])[CH2:3]1

Komponenten

4

Edukt 2

HCID 6422Trifluoroacetic acidHCID 11129200N-Boc-4,4-difluoro-L-proline methyl ester

Produkt 1

HCID 45082563methyl (2S)-4,4-difluoropyrrolidine-2-carboxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

(S)-1-tert-butyl 2-methyl 4,4-difluoropyrrolidine-1,2-dicarboxylate (0.472 g) in CH2Cl2 (1 mL) was treated with trifluoroacetic acid (1.4 mL), stirred at ambient temperature for 4 hours, and concentrated. The product was free-based using a MEGA BE-SCX column with 1:1 CH2Cl2/methanol as eluent for the trifluoroacetic acid. The product was released from the column with 5% (7 M ammonia in methanol) in CH2Cl2 as eluent.

Aufarbeitung

  1. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-b635a8837e8847eca488274e5fbc6221
Quelldatensatz
uspto-grants-2013_10
Patentnummer
US08546399B2

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