(S)-benzyl 4-(difluoromethoxy)-2-(methoxycarbonylamino)butanoate → (S)-4-(Difluoromethoxy)-2-(methoxycarbonylamino)butanoic acid

HRID 417663Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 417663
[F:1][CH:2]([F:22])[O:3][CH2:4][CH2:5][C@H:6]([NH:17][C:18]([O:20][CH3:21])=[O:19])[C:7]([O:9]CC1C=CC=CC=1)=[O:8]>C(O)C.[Pd]>[F:1][CH:2]([F:22])[O:3][CH2:4][CH2:5][C@H:6]([NH:17][C:18]([O:20][CH3:21])=[O:19])[C:7]([OH:9])=[O:8]

Komponenten

4

Edukt 1

HCID 59610623(S)-benzyl 4-(difluoromethoxy)-2-(methoxycarbonylamino)butanoate

Produkt 1

HCID 59610263(S)-4-(Difluoromethoxy)-2-(methoxycarbonylamino)butanoic acid

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

(S)-Benzyl 4-(difluoromethoxy)-2-(methoxycarbonylamino)butanoate (56 mg, 0.176 mmol) was dissolved in ethyl alcohol (3.5 mL) and under Argon charged with 10% Pd/C (19 mg). The flask was sealed with a rubber septa and the air atmosphere was replaced with H2 from a balloon by applying vacuum and then releasing H2 and repeating this three times. The mixture was stirred for 4 hours at room temperature. Upon completion, the crude mixture was passed through a Elite plug, concentrated down on rotovap and used as-is in the next step. 40 mg (100%).

Aufarbeitung

  1. customThe flask was sealed with a rubber septa
  2. concentrationconcentrated down on rotovap

Quellen und Nachweise

ORD-Eintrag
ord-18a9c2085fb24e548d1ca536653b1f62
Quelldatensatz
uspto-grants-2012_01
Patentnummer
US08088368B2

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