HCID 68559691, Verbindung → (2R,5R)-5-[(1S,2S)-2-Amino-3-(3,5-difluorophenyl)-1-hydroxypropyl]-2-(2,2-dimethylpropoxy)-morpholine-4-carboxylic acid tert-butyl ester

HRID 20412

Reaktionsgleichung

Reaktionsgleichung von HRID 20412
[C:1]([O:5][C:6]([N:8]1[C@@H:13]([C@@H:14]([O:40]CC2C=CC=CC=2)[C@@H:15]([N:25](CC2C=CC=CC=2)CC2C=CC=CC=2)[CH2:16][C:17]2[CH:22]=[C:21]([F:23])[CH:20]=[C:19]([F:24])[CH:18]=2)[CH2:12][O:11][C@@H:10]([O:48][CH2:49][C:50]([CH3:53])([CH3:52])[CH3:51])[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[H][H]>C(OCC)(=O)C.[OH-].[OH-].[Pd+2]>[C:1]([O:5][C:6]([N:8]1[C@@H:13]([C@@H:14]([OH:40])[C@@H:15]([NH2:25])[CH2:16][C:17]2[CH:18]=[C:19]([F:24])[CH:20]=[C:21]([F:23])[CH:22]=2)[CH2:12][O:11][C@@H:10]([O:48][CH2:49][C:50]([CH3:53])([CH3:52])[CH3:51])[CH2:9]1)=[O:7])([CH3:2])([CH3:4])[CH3:3]

Komponenten

5

Edukt 2

HCID 68559691HCID 68559691, VerbindungHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 68560376(2R,5R)-5-[(1S,2S)-2-Amino-3-(3,5-difluorophenyl)-1-hydroxypropyl]-2-(2,2-dimethylpropoxy)-morpholine-4-carboxylic acid tert-butyl esterAusbeute 93,5 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 9942167Palladium hydroxideKatalysatorHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

Stir (2R,5R)-5-[(1S,2S)-1-benzyloxy-2-dibenzylamino-3-(3,5-difluorophenyl)-propyl]-2-(2,2-dimethylpropoxy)-morpholine-4-carboxylic acid tert-butyl ester (0.1 g, 0.14 mmol) and 20% palladium hydroxide on carbon (0.1 g, 0.06 mmol, 60% moisture) in ethyl acetate (5 mL) under 1 atmosphere of hydrogen gas at room temperature overnight. Filter the suspension through a pad of filtering agent, wash with ethyl acetate and concentrate to give the title compound (0.06 g, 90%).

Aufarbeitung

  1. filtrationFilter the suspension through a pad
  2. filtrationof filtering agent
  3. washwash with ethyl acetate
  4. concentrationconcentrate

Quellen und Nachweise

ORD-Eintrag
ord-cc8d9691ad97484190da0af67f9a81e6
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07745438B2

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