Synthesis of Azabicyclo[2.2.n]alkane Systems as Analogues of 3-[1-Methyl-2-(S)-pyrrolidinylmethoxy]pyridine (A-84543)

  1. Carreras, J. 1
  2. Avenoza, A. 1
  3. Busto, J.H. 1
  4. Peregrina, J.M. 1
  1. 1 Universidad de La Rioja
    info

    Universidad de La Rioja

    Logroño, España

    ROR https://ror.org/0553yr311

Revista:
Journal of Organic Chemistry

ISSN: 0022-3263

Año de publicación: 2007

Volumen: 72

Número: 8

Páginas: 3112-3115

Tipo: Artículo

beta Ver similares en nube de resultados
DOI: 10.1021/JO0700732 PMID: 17371077 SCOPUS: 2-s2.0-34247246344 WoS: WOS:000245510600051 GOOGLE SCHOLAR

Otras publicaciones en: Journal of Organic Chemistry

Objetivos de desarrollo sostenible

Proyectos relacionados

Síntesis y análisis conformacional de o-glicoaminoacidos y o-glicopeptidos modelo de interés biológico

2006/00086/001

Resumen

(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.