5-[5-(Benzyloxycarbonyl)furan-2-yl]-4-tert-butoxycarbonyl-4-pentenoic acid ethyl ester → 5-[2-(Tert-butoxycarbonyl)-5-ethoxy-5-oxopentyl]furan-2-carboxylic acid

HRID 332614Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 332614
[CH2:1]([O:3][C:4](=[O:31])[CH2:5][CH2:6][C:7]([C:24]([O:26][C:27]([CH3:30])([CH3:29])[CH3:28])=[O:25])=[CH:8][C:9]1[O:10][C:11]([C:14]([O:16]CC2C=CC=CC=2)=[O:15])=[CH:12][CH:13]=1)[CH3:2]>C(O)C.[Pd]>[C:27]([O:26][C:24]([CH:7]([CH2:6][CH2:5][C:4]([O:3][CH2:1][CH3:2])=[O:31])[CH2:8][C:9]1[O:10][C:11]([C:14]([OH:16])=[O:15])=[CH:12][CH:13]=1)=[O:25])([CH3:30])([CH3:29])[CH3:28]

Komponenten

4

Edukt 1

HCID 779345225-[5-(Benzyloxycarbonyl)furan-2-yl]-4-tert-butoxycarbonyl-4-pentenoic acid ethyl ester

Produkt 1

HCID 708692555-[2-(Tert-butoxycarbonyl)-5-ethoxy-5-oxopentyl]furan-2-carboxylic acid

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

5-[5-(Benzyloxycarbonyl)furan-2-yl]-4-tert-butoxycarbonyl-4-pentenoic acid ethyl ester obtained in step 2 was dissolved in ethanol (5 mL), a catalytic amount of 10% palladium/carbon was added, and the mixture was stirred at room temperature for 1 hour under a hydrogen atmosphere. The reaction mixture was filtered through celite, and the filtrate was concentrated under reduced pressure to give the title compound (82 mg).

Aufarbeitung

  1. filtrationThe reaction mixture was filtered through celite
  2. concentrationthe filtrate was concentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-1452dd3f00ec4377b23f5c81df1eff2f
Quelldatensatz
uspto-grants-2014_11
Patentnummer
US08877805B2

Notizen zur Reaktion

Wird geladen…