4-((S)-4-tert-Butoxycarbonyl-2-{[5-(3,3-dimethyl-2-oxo-butoxy)-1-phenyl-1H-pyrazole-3-carbonyl]-amino}-butyryl)-piperazine-1-carboxylic acid benzyl ester → (S)-4-{[5-(3,3-Dimethyl-2-oxo-butoxy)-1-phenyl-1H-pyrazole-3-carbonyl]-amino}-5-oxo-5-piperazin-1-yl-pentanoic acid tert-butyl ester

HRID 1908649Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1908649
C(OC([N:11]1[CH2:16][CH2:15][N:14]([C:17](=[O:50])[C@@H:18]([NH:28][C:29]([C:31]2[CH:35]=[C:34]([O:36][CH2:37][C:38](=[O:43])[C:39]([CH3:42])([CH3:41])[CH3:40])[N:33]([C:44]3[CH:49]=[CH:48][CH:47]=[CH:46][CH:45]=3)[N:32]=2)=[O:30])[CH2:19][CH2:20][C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22])[CH2:13][CH2:12]1)=O)C1C=CC=CC=1>C(O)C.[Pd]>[C:24]([O:23][C:21](=[O:22])[CH2:20][CH2:19][C@H:18]([NH:28][C:29]([C:31]1[CH:35]=[C:34]([O:36][CH2:37][C:38](=[O:43])[C:39]([CH3:40])([CH3:41])[CH3:42])[N:33]([C:44]2[CH:49]=[CH:48][CH:47]=[CH:46][CH:45]=2)[N:32]=1)=[O:30])[C:17](=[O:50])[N:14]1[CH2:15][CH2:16][NH:11][CH2:12][CH2:13]1)([CH3:25])([CH3:26])[CH3:27]

Komponenten

4

Edukt 1

HCID 669201124-((S)-4-tert-Butoxycarbonyl-2-{[5-(3,3-dimethyl-2-oxo-butoxy)-1-phenyl-1H-pyrazole-3-carbonyl]-amino}-butyryl)-piperazine-1-carboxylic acid benzyl ester

Produkt 1

HCID 66920033(S)-4-{[5-(3,3-Dimethyl-2-oxo-butoxy)-1-phenyl-1H-pyrazole-3-carbonyl]-amino}-5-oxo-5-piperazin-1-yl-pentanoic acid tert-butyl esterAusbeute 115,7 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

To a solution of 4.4 g 4-((S)-4-tert-Butoxycarbonyl-2-{[5-(3,3-dimethyl-2-oxo-butoxy)-1-phenyl-1H-pyrazole-3-carbonyl]-amino}-butyryl)-piperazine-1-carboxylic acid benzyl ester in 40 ml ethanol were added 0.9 g Pd/C (10%) and the suspension stirred under an atmosphere of hydrogen (3 bar) for 24 h. It was filtrated, washed with ethanol and the solvent evaporated to give the title compound as colorless oil (4.1 g).

Aufarbeitung

  1. filtrationIt was filtrated
  2. washwashed with ethanol
  3. customthe solvent evaporated

Quellen und Nachweise

ORD-Eintrag
ord-5cafd9a65cf94b8081a84c43cd1b8d49
Quelldatensatz
uspto-grants-2013_12
Patentnummer
US08598179B2

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