Original scientific paper

2-Oxaadamantane-1-N,N,N-trimethylmethanaminium Iodide: Synthesis and Potential for Muscarinic Activity

Richard Partch ; Department of Chemistry, Clarkson University, Potsdam, NY 13676,USA
William Brewster ; Department of Chemistry, Clarkson University, Potsdam, NY 13676,USA
Bruce Stokes ; Department of Chemistry, Clarkson University, Potsdam, NY 13676,USA

Abstract

The synthesis of the title compound from adamantanone is described. The series of steps include ring expansion and hydrolysis to endo-7-hydroxy-exo-3-bicyclo(3.3.1)nonane carboxylic acid, followed by oxidative ring closure using lead tetraacetate. The final, substituted oxaadamantane incorporates the key functional group elements known to be necessary for useful muscarinic activity into a molecular geometry not present in acetylcholine agonists or antagonists previously prepared.

Keywords

Hrčak ID:

178053

URI

https://hrcak.srce.hr/178053

Publication date:

6.3.1986.

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