Enantioselective synthesis of BMS-204352 (MaxiPost) using N-fluoroammonium salts of cinchona alkaloids (F-CA-BF4).
The enantioselective synthesis of a potent Maxi-K potassium channel opener (BMS-204352) mediated by N-fluoroammonium salts of cinchona alkaloids is described. Two synthetic pathways were evaluated. An ee as high as 88% was achieved (>99% after a single recrystallisation).
Zoute
Ludivine
L
UMR 6014 de l'IRCOF, Université de Rouen, F-76821 Mont Saint Aignan Cedex, France.
Audouard
Christophe
C
Plaquevent
Jean-Christophe
JC
Cahard
Dominique
D
D002930:Cinchona Alkaloids / Q000737:chemistry*; D006845:Hydrocarbons, Fluorinated / Q000737:chemistry; D007211:Indoles / Q000138:chemical synthesis*; D000644:Quaternary Ammonium Compounds / Q000737:chemistry; D013237:Stereoisomerism
C424388:BMS204352; D002930:Cinchona Alkaloids; D006845:Hydrocarbons, Fluorinated; D007211:Indoles; D000644:Quaternary Ammonium Compounds