2-(R)-[2-(R)-(Benzhydrylidene-amino)-1-(S)-hydroxy-3-phenylpropyl]-4-(5-methyl-hexanoyl)-piperazine-1-carboxylic acid tert-butyl ester → 2-(R)-(2-(R)-Amino-1-(S)-hydroxy-3-phenyl-propyl)-4-(5-methylhexanoyl)-piperazine-1-carboxylic acid tert-butyl ester

HRID 1436514Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1436514
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([C:14](=[O:21])[CH2:15][CH2:16][CH2:17][CH:18]([CH3:20])[CH3:19])[CH2:10][C@@H:9]1[C@@H:22]([OH:45])[C@H:23]([N:31]=C(C1C=CC=CC=1)C1C=CC=CC=1)[CH2:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2]>CO.[Pd]>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([C:14](=[O:21])[CH2:15][CH2:16][CH2:17][CH:18]([CH3:20])[CH3:19])[CH2:10][C@@H:9]1[C@@H:22]([OH:45])[C@H:23]([NH2:31])[CH2:24][C:25]1[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=1)=[O:7])([CH3:3])([CH3:4])[CH3:2]

Komponenten

4

Edukt 1

HCID 866153782-(R)-[2-(R)-(Benzhydrylidene-amino)-1-(S)-hydroxy-3-phenylpropyl]-4-(5-methyl-hexanoyl)-piperazine-1-carboxylic acid tert-butyl ester

Produkt 1

HCID 690176622-(R)-(2-(R)-Amino-1-(S)-hydroxy-3-phenyl-propyl)-4-(5-methylhexanoyl)-piperazine-1-carboxylic acid tert-butyl ester

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

Dissolve 2-(R)-[2-(R)-(Benzhydrylideneamino)-1-(S)-hydroxy-3-phenyl-propyl]-4-(5-methylhexanoyl)-piperazine-1-carboxylic acid tert-butyl ester (103 mg, 0.17 mmol) in 2 ml of methanol and add palladium (10% on C, 30 mg). Stir under 1 atmosphere of H2 for 24 h and filter through celite, eluting with methanol. Concentrate to dryness to provide the title compound.

Aufarbeitung

  1. filtrationfilter through celite
  2. washeluting with methanol
  3. concentrationConcentrate to dryness

Quellen und Nachweise

ORD-Eintrag
ord-4e9b9a9de5d14ad2a6c88b542f6a7030
Quelldatensatz
uspto-grants-2009_11
Patentnummer
US07618978B2

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