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Benzyl (S)-4-((1-(tert-butoxycarbonyl)piperidin-3-yl)methyl)piperazine-1-carboxylate → tert-butyl (3S)-3-(piperazin-1-ylmethyl)piperidine-1-carboxylate

HRID 2371171
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2371171
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH2:11][C@@H:10]([CH2:14][N:15]2[CH2:20][CH2:19][N:18](C(OCC3C=CC=CC=3)=O)[CH2:17][CH2:16]2)[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]>CO>[N:15]1([CH2:14][C@@H:10]2[CH2:11][CH2:12][CH2:13][N:8]([C:6]([O:5][C:1]([CH3:4])([CH3:3])[CH3:2])=[O:7])[CH2:9]2)[CH2:20][CH2:19][NH:18][CH2:17][CH2:16]1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

3

Edukt 1

HCID 59846076Benzyl (S)-4-((1-(tert-butoxycarbonyl)piperidin-3-yl)methyl)piperazine-1-carboxylate

Produkt 1

HCID 24886660tert-butyl (3S)-3-(piperazin-1-ylmethyl)piperidine-1-carboxylateAusbeute 99,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

Benzyl 4-{[(3S)-1-(tert-butoxycarbonyl)piperidin-3-yl]methyl}piperazine-1-carboxylate (5.0 g, 12.4 mmol) was dissolved in methanol (50 ml) in a three-necked flask. The air was removed under reduced pressure and replaced with argon before the addition of 10% Pd/C (1.24 g). A balloon of hydrogen was then added and the reaction stirred at room temperature for 18 h. The hydrogen was evacuated and replaced with argon. The catalyst was then filtered and the solvent removed under reduced pressure to afford the desired product as a white foam (3.5 g). The compound was used without further purification.

Aufarbeitung

  1. customThe air was removed under reduced pressure
  2. additionreplaced with argon before the addition of 10% Pd/C (1.24 g)
  3. additionA balloon of hydrogen was then added
  4. customThe hydrogen was evacuated
  5. filtrationThe catalyst was then filtered
  6. customthe solvent removed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-0d8b8af7ab294dd59c4c4abb29ec5f39
Quelldatensatz
uspto-grants-2014_04
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08710224B2

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