(R)-1-Cbz-2-(aminocarbonyl)piperidine → 2-Piperidinecarboxamide, (R)-

HRID 1155088Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1155088
[N:1]1(C(OCC2C=CC=CC=2)=O)[CH2:9][CH2:8][CH2:7][CH2:6][C@@H:2]1[C:3]([NH2:5])=[O:4]>CO.[Pd]>[NH:1]1[CH2:9][CH2:8][CH2:7][CH2:6][C@@H:2]1[C:3]([NH2:5])=[O:4]

Komponenten

4

Edukt 1

HCID 27281977(R)-1-Cbz-2-(aminocarbonyl)piperidine

Produkt 1

HCID 70621612-Piperidinecarboxamide, (R)-Ausbeute 90 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

3.93 g (15 mmoles) of Z-D-Pip-NH2 are dissolved in 75 ml of methanol, 0.5 g of a 10% palladium-on-carbon catalyst are added, and hydrogen is bubbled through the mixture for one hour. The catalyst is filtered off, the filtrate is evaporated, and the residue is triturated with ether. 1.70 g (90%) of H-D-Pip-NH2 are obtained: m.p.: 161°-163° C., Rf4 =0.10, [α]D25 =+31.0° (c=1%, in methanol).

Aufarbeitung

  1. customhydrogen is bubbled through the mixture for one hour
  2. filtrationThe catalyst is filtered off
  3. customthe filtrate is evaporated
  4. customthe residue is triturated with ether

Quellen und Nachweise

ORD-Eintrag
ord-7dd3a3e75d6742c6a4f17365b3891bef
Quelldatensatz
uspto-grants-1981_11
Patentnummer
US04299821

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