An 11-step synthesis of endo,endo-2-amino-6-[(E)-2'-phenyl]ethenylbicyclo[2.2.1]heptane (6) and the corresponding (Z)-isomer (7) was carried out in an attempt to make a compound that could trap the purported amine radical cation intermediate during monoamine oxidase (MAO)-catalyzed oxidation of amines. The E-isomer was not a substrate for MAO, and the Z-isomer was a very poor substrate. No trapping product was observed. Possible explanations for the inability of these compounds to trap a potential radical cation intermediate are discussed. Copyright (C) 2000 Elsevier Science Ltd.
|Original language||English (US)|
|Number of pages||7|
|Journal||Bioorganic and Medicinal Chemistry|
|State||Published - Jul 2000|
ASJC Scopus subject areas
- Molecular Medicine
- Molecular Biology
- Pharmaceutical Science
- Drug Discovery
- Clinical Biochemistry
- Organic Chemistry
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CCDC 150183: Experimental Crystal Structure Determination
Wang, X. (Creator) & Silverman, R. B. (Creator), Cambridge Crystallographic Data Centre, 2001
DOI: 10.5517/cc518m2, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/cc518m2&sid=DataCite