Tetrahedron p. 5143 - 5156 (1995)
Update date:2022-08-12
Topics:
Diez
Diez, Anna
Voldoire
Voldoire, Aline
Lopez
Lopez, Isabel
Rubiralta
Rubiralta, Mario
Segarra
Segarra, Victor
Pages
Pages, Lluis
Palacios
Palacios, Jose M.
A general method is described for the synthesis of 3-aminopiperidines from 4-piperidones based on a KOEt treatment of the tosylate of the corresponding oximes (Neber rearrangement). The procedure is applied to the synthesis of N-benzyl-3-amino-4,4-diethoxypiperidine (13), (R)-N-(2-hydroxy-1-phenyl)ethyl analogues 18, and 2-phenyl derivatives 27-28. The methoxybenzylation of the primary amino group of these aminopiperidines leads to a series of potential substance P antagonists.
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