Synthesis of Azabicyclo[2.2.n]alkane Systems as Analogues of 3-[1-Methyl-2-(S)-pyrrolidinylmethoxy]pyridine (A-84543)
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Universidad de La Rioja
info
ISSN: 0022-3263
Datum der Publikation: 2007
Ausgabe: 72
Nummer: 8
Seiten: 3112-3115
Art: Artikel
Andere Publikationen in: Journal of Organic Chemistry
Projekte im Zusammenhang
Zusammenfassung
(Chemical Equation Presented) This work is connected with the epibatidine field and describes the synthesis of several analogues of compounds that present affinity for nicotinic acetylcholine receptors, such as 3-[1-methyl-2-(S)- pyrrolidinylmethoxy]pyridine (A-84543). These analogues bear a 3-pyridyl ether substituent at the bridgehead carbon of the azabicyclo[2.2.n]alkane system. Particularly, in the case of the 1-substituted 2-azabicyclo-[2.2.2]octane system, a new synthetic route has been developed, which involves the synthesis of a novel rigid sulfamidate that allows the straightforward introduction of nucleophiles. © 2007 American Chemical Society.