Development of a Scaleable Route for the Production of cis-N-Benzyl-3-methylamino-4-methylpiperidine

Autor:	Wilcox Glenn Ernest, Weiling Cai, Mark Edward Flanagan, Stefan Abele, Jeffrey M. Casavant, Mike Munchhoff, David H. Brown Ripin, Ton Vries, David A. Whipple, Kees Pouwer, Cliff Meltz, Jianmin Sun, Keith E. McCarthy, Klaus Laue, John J. Teixeira, Christian Koecher, Jonathan L. Doty, Bharat Kiritkumar Shah, Todd Andrew Blumenkopf
Rok vydání:	2002
Předmět:	4-methylpiperidine Hydroboration chemistry.chemical_compound chemistry Organic Chemistry Organic chemistry Pyridinium Physical and Theoretical Chemistry Reductive amination
Zdroj:	Organic Process Research & Development. 7:115-120
ISSN:	1520-586X 1083-6160
Popis:	The synthesis of cis-N-benzyl-3-methylamino-4-methylpiperidine (5) via hydroboration of tetrahydropyridine 3 followed by oxidation and reductive amination was optimized and scaled up to produce 10-kg quantities of product. Three routes to 3 were identified, and the reduction of pyridinium salt 7 was selected as the most preferable to run on-scale. The hydroboration and oxidative workup were carefully studied to optimize throughput on that transformation, as was the reductive amination.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::6d4c02f223cd1ebe05d57ff7969d746b https://doi.org/10.1021/op025599x Zobrazit plný text záznamu