HCID 53807367, Verbindung → (2RS,3RS)-3-tert-butoxycarbonyl-5-oxotetrahydrofuran-2-carboxylic acid

HRID 2287494

Reaktionsgleichung

Reaktionsgleichung von HRID 2287494
[O:1]=[C:2]1[O:6][CH:5]([C:7]([O:9]C(C2C=CC=CC=2)C2C=CC=CC=2)=[O:8])[CH:4]([C:23]([O:25][C:26]([CH3:29])([CH3:28])[CH3:27])=[O:24])[CH2:3]1.[H][H]>C(OCC)(=O)C.[C].[Pd]>[C:26]([O:25][C:23]([CH:4]1[CH2:3][C:2](=[O:1])[O:6][CH:5]1[C:7]([OH:9])=[O:8])=[O:24])([CH3:29])([CH3:27])[CH3:28]

Komponenten

5

Edukt 2

HCID 53807367HCID 53807367, VerbindungHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 18705233(2RS,3RS)-3-tert-butoxycarbonyl-5-oxotetrahydrofuran-2-carboxylic acidAusbeute 76,8 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418390HCID 178418390, VerbindungKatalysatorHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

148 mg of 3-tert-butyl 2-diphenylmethyl (2RS,3RS)-5-oxotetrahydrofuran-2,3-dicarboxylate in 4 ml of ethyl acetate was catalytically reduced with 15 mg of a 10% palladium-carbon catalyst at room temperature at atmospheric pressure of hydrogen for 15 hours. The catalyst was filtered off, and the solvent was evaporated in vacuo. The residue was washed with benzene to give 66 mg of the title compound as a white crystalline powder.

Aufarbeitung

  1. filtrationThe catalyst was filtered off
  2. customthe solvent was evaporated in vacuo
  3. washThe residue was washed with benzene

Quellen und Nachweise

ORD-Eintrag
ord-6c243f1fbe8146a8b3bbede3a45e2142
Quelldatensatz
uspto-grants-2000_07
Patentnummer
US06083985

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