HCID 178453647, Verbindung → HCID 178453642, Verbindung

HRID 1984940Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1984940
C(OC(=O)[NH:10][C@H:11]1[CH2:16][CH2:15][C@H:14]([CH2:17][NH:18][C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[CH2:13][CH2:12]1)C1C=CC=CC=1>CCO.[Pd]>[C:22]([O:21][C:19](=[O:20])[NH:18][CH2:17][C@H:14]1[CH2:13][CH2:12][C@H:11]([NH2:10])[CH2:16][CH2:15]1)([CH3:25])([CH3:23])[CH3:24]

Komponenten

4

Edukt 1

HCID 178453647HCID 178453647, Verbindung

Produkt 1

HCID 178453642HCID 178453642, VerbindungAusbeute 95,4 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

To a solution of trans-[4-(tert-butoxycarbonylamino-methyl)-cyclohexyl]-carbamic acid benzyl ester (5.32 g, 0.015 mol) in EtOH (200 mL) was added 10% Pd/C (50 mg). The mixture was stirred at ambient temperature under hydrogen atmosphere for 4 hr. The resulting mixture was filtered through a pad of celite and concentrated. The residue was purified by column chromatography (silica gel, 3% 2 M NH3/MeOH in CH2Cl2) to give trans-(4-amino-cyclohexylmethyl)-carbamic acid tert-butyl ester as a colorless solid (3.197 g, 95.4%).

Aufarbeitung

  1. filtrationThe resulting mixture was filtered through a pad of celite
  2. concentrationconcentrated
  3. customThe residue was purified by column chromatography (silica gel, 3% 2 M NH3/MeOH in CH2Cl2)

Quellen und Nachweise

ORD-Eintrag
ord-3e78654355cd40d387725992f7dcc6f3
Quelldatensatz
uspto-grants-2009_06
Patentnummer
US07544690B2

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