167705-56-8Relevant articles and documents
Synthetic applications of 2-aryl-4-piperidones. X. Synthesis of 3-aminopiperidines, potential substance P antagonists
Diez,Diez, Anna,Voldoire,Voldoire, Aline,Lopez,Lopez, Isabel,Rubiralta,Rubiralta, Mario,Segarra,Segarra, Victor,Pages,Pages, Lluis,Palacios,Palacios, Jose M.
, p. 5143 - 5156 (1995)
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.
A two-step, formal [4 + 2] approach toward piperidin-4-ones via au catalysis
Cui, Li,Peng, Yu,Zhang, Liming
supporting information; experimental part, p. 8394 - 8395 (2009/10/23)
(Chemical Equation Presented) An efficient, formal [4 + 2] synthesis of synthetically valuable piperidin-4-ones from secondary amines in two steps has been achieved via a key gold catalysis without the purification of tertiary amine intermediates. This reaction is selective toward the less-substituted alkyl group and shows moderate to excellent diastereoselectivities. Its synthetic potential in alkaloid synthesis is demonstratedin a highly diastereoselective synthesis of (±)-cermizine C.
Combinatorial synthesis of dihydropyridone libraries and their derivatives
Creswell, Mark W.,Bolton, Gary L.,Hodges, John C.,Meppen, Malte
, p. 3983 - 3998 (2007/10/03)
Polymer-supported quench methodology has been used for parallel purification of combinatorial libraries of dihydropyridones and their derivatives. The dihydropyridone scaffold was assembled via a solution phase Lewis acid catalyzed, hetero-Diels-Alder reaction. Further modifications allow for the rapid generation of subsequent aminopiperidine and acylaminopiperidine libraries utilizing a library from library approach.