Synlett 1991; 1991(10): 737-738
DOI: 10.1055/s-1991-34757
letter
© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.

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
Further Information

Publication History

Publication Date:
13 March 2002 (online)

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.