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Note | Special issue | Vol 47, No. 2, 1998, pp.1013-1015
Published online, 1st January, 1970
DOI: 10.3987/COM-97-S(N)75
Oxime Ethers as Structure Analogs of Clavulanic Acid

Hans Rudolf Pfaendler* and Helmut Meffert

*Institut für Organische Chemie, Universität München, Karlstrasse 23, D-80333 München, Germany

Abstract

The reaction of racemic p-nitrobenzyl 1-aza-3,7-dioxobicyclo[3.2.0]beptane-2-carboxylate with methoxyamine leads to an oxime ether. The corresponding potassium salt is stable in neutral aqueous solution. However, it neither shows any significant activity as an antibacterial nor as a β-lactamase inhibitor.