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Synlett 1991; 1991(10): 737-738
DOI: 10.1055/s-1991-34757
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Synthesis of 1-Aminocyclopropanol by Anodic Oxidation

Thomas Kienzler* , Peter Strazewski, Christoph Tamm
  • *Institut für Organische Chemie der Universität Basel, St. Johanns-Ring 19, CH-4056 Basel, Switzerland
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Publication Date:
13 March 2002 (online)

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The decarboxylation of 2-(tert-butoxycarbonylamino)isobutyric acid (2) by anodic oxidation in methanol or ethanol gives the corresponding tert-butyl N-(1-alkoxy-1-methylethyl)carbamates 3. The decarboxylation of 1-(tert-butoxycarbonylamino)cyclopropanecarboxylic acid offers a new and efficient synthesis of tert-butyl N-(1-ethoxycyclopropyl)carbamate. Hydrolysis with acid yields the hydrochloride of 1-aminocyclopropanol, a potent enzyme inhibitor.