Reaktionsgleichung
[C:1]([O:5][C:6]([NH:8][C@H:9]([CH2:13][NH:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[N+:21]([O-])=O)[C:10](O)=[O:11])=[O:7])([CH3:4])([CH3:3])[CH3:2]>O1CCCC1.[C].[Pd]>[O:11]=[C:10]1[NH:21][C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=2[NH:14][CH2:13][C@H:9]1[NH:8][C:6]([O:5][C:1]([CH3:4])([CH3:3])[CH3:2])=[O:7]Komponenten
Edukt 1
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 2
Versuchsvorschrift
10% palladium carbon (1 g) was added to a solution of (R)-(−)-2-tert-butoxycarbonylamino-3-(2-nitrophenylamino)propionic acid (7.6 g) in tetrahydrofuran (100 ml), and the mixture was stirred under hydrogen atmosphere at room temperature for 3 hours. The reaction mixture was filtrated, and the filtrate was concentrated under reduced pressure, to thereby obtain (R)-2-tert-butoxycarbonylamino-3-(2-aminophenylamino)propionic acid. The residue was dissolved in toluene (100 ml), the solution was refluxed overnight. After allowed to cool, the reaction mixture was concentrated under reduced pressure, the residue was purified by silica gel column chromatography(ethyl acetate:n-hexane=1:1), to thereby obtain 5.16 g of the title compound (Yield 80%).
Aufarbeitung
- filtrationThe reaction mixture was filtrated
- concentrationthe filtrate was concentrated under reduced pressure
- dissolutionThe residue was dissolved in toluene (100 ml)
- temperaturethe solution was refluxed overnight
- temperatureto cool
- concentrationthe reaction mixture was concentrated under reduced pressure
- customthe residue was purified by silica gel column chromatography(ethyl acetate:n-hexane=1:1)
Quellen und Nachweise
- ORD-Eintrag
- ord-687427fe6fb64bada85a3d4ab6f4e89d
- Quelldatensatz
- uspto-grants-2001_05
- Patentnummer
- US06239131B1
Verknüpfte Notizen
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