1-(1-Benzyloxycarbonyl-4-piperidinylmethyl)-4-(t-butoxycarbonylamino)piperidine → 4-(t-Butoxycarbonylamino)-1-(4-piperidinylmethyl)piperidine

HRID 2121632Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2121632
C(OC([N:11]1[CH2:16][CH2:15][CH:14]([CH2:17][N:18]2[CH2:23][CH2:22][CH:21]([NH:24][C:25]([O:27][C:28]([CH3:31])([CH3:30])[CH3:29])=[O:26])[CH2:20][CH2:19]2)[CH2:13][CH2:12]1)=O)C1C=CC=CC=1>C(O)C.O.[Pd]>[C:28]([O:27][C:25]([NH:24][CH:21]1[CH2:20][CH2:19][N:18]([CH2:17][CH:14]2[CH2:13][CH2:12][NH:11][CH2:16][CH2:15]2)[CH2:23][CH2:22]1)=[O:26])([CH3:31])([CH3:29])[CH3:30]

Komponenten

5

Edukt 1

HCID 129861531-(1-Benzyloxycarbonyl-4-piperidinylmethyl)-4-(t-butoxycarbonylamino)piperidine

Produkt 1

HCID 129861544-(t-Butoxycarbonylamino)-1-(4-piperidinylmethyl)piperidineAusbeute 101,6 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 23938PalladiumKatalysatorHCID 702EthanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

To a solution of 1-(1-benzyloxycarbonyl-4-piperidinylmethyl)-4-(t-butoxycarbonylamino)piperidine (10.0 g) in ethanol (100 ml) and water (10 ml) is added a 10% palladium-on-carbon (1.2 g), and the mixture is reduced at a room temperature under at a moderate pressure (3.0 kg/cm2). After the consumption and disappearance of the starting compound is confirmed (about 2 hours thereafter), the catalyst is removed by filtration. The filtrate is evaporated under reduced pressure to give crude 4-(t-butoxycarbonylamino)-1-(4-piperidinyl-methyl)piperidine (about 7 g) as a white solid.

Aufarbeitung

  1. customis reduced at a room temperature under at a moderate pressure (3.0 kg/cm2)
  2. customAfter the consumption and disappearance of the starting compound
  3. customabout 2 hours
  4. custom), the catalyst is removed by filtration
  5. customThe filtrate is evaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-78363785c6bf493b8469762628835900
Quelldatensatz
uspto-grants-2004_02
Patentnummer
US06696468B2

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