Reaktion #168535

ord-9e424758692f4b2780134b8c74b330dc

Reaktionsgleichung

CC(C)(C)OC(=O)N1CC[C@H](NCc2ccccc2)[C@H](F)C1
Tert-butyl (3R,4S)-4-benzylamino-3-fluoro-piperidine-1-carboxylate
→
CC(C)(C)OC(=O)N1CC[C@H](N)[C@H](F)C1
tert-butyl (3R,4S)-4-amino-3-fluoro-piperidine-1-carboxylate

Edukte

CC(C)(C)OC(=O)N1CC[C@H](NCc2ccccc2)[C@H](F)C1
Tert-butyl (3R,4S)-4-benzylamino-3-fluoro-piperidine-1-carboxylate

Reagenzien

[OH-].[OH-].[Pd+2]
Pd(OH)2

Lösungsmittel

C1CCOC1
THF

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Filtrationis filtered off
  2. 2
    Sonstigethe residue is used in the next step without any further purification

Vorschrift

Tert-butyl (3R,4S)-4-benzylamino-3-fluoro-piperidine-1-carboxylate (2.13 g) is suspended in THF and mixed with a spatula tip of Pd(OH)2 and hydrogenated under H2 pressure (7 bar). For working up the catalyst is filtered off and the solvent is eliminated in vacuo and the residue is used in the next step without any further purification.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08846689B2uspto-grants-2014_09