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Communication | Special issue | Vol 13, No. 1, 1979, pp.175-180
Published online, 1st January, 1970
DOI: 10.3987/S-1979-01-0175
Synthesis and Geometric Configuration of 2-(Hydroxyiminomethyl)thiazole-4-carboxylic Acid in Antibiotic Althiomycin

Tetsuo Shiba,* Kaoru Inami, Kozo Sawada, and Yoshihiro Hirotsu

*Department of Chemistry, Faculty of Science, Osaka University, Toyonaka, Osaka 560-8531, Japan

Abstract

2-(Hydroxyiminomethyl)thiazole-4-carboxylic acid, a component of an antibiotic althiomycin, was synthesized. A configuration of the aldoxime group in the natural althiomycin was unambiguously determined to be syn-form by means of nuclear Overhauser enhancement and the behavior of methylation by reference to the synthetic compound.