HETEROCYCLES 41. SYNTHESIS AND CHARACTERISATION OF
NEW THIAZOLE β-AMINO ACIDS AND β-AMINO ESTERS
DENISA LEONTE1, LÁSZLÓ CSABA BENCZE2, RÓBERT TŐTŐS2, VALENTIN ZAHARIA1*
1“Iuliu Haţieganu” University of Medicine and Pharmacy, Department of Organic Chemistry, 41 Victor Babeş Street,
Ro-400012 Cluj-Napoca, Romania
2“Babeș-Bolyai” University, Faculty of Chemistry and Chemical Engineering, Biocatalysis and Biotransformation Research
Group, 11 Arany János Street, Ro-400028 Cluj-Napoca, Romania
*corresponding author: vzaharia@umfcluj.ro
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Abstract:
Being aware of the biological potential, low toxicity as well as biocompatibility of both amino acids and naturally occurring
heterocycles, the aim of this study was the synthesis and characterization of new β-amino acids and their ethyl esters bearing
the thiazole core. The thiazole β-amino acids were obtained with 52 - 68% yields, by applying a synthetically convenient
modification of the Rodionov reaction, consisting in the condensation of 2-arylthiazole-4-carbaldehydes with malonic acid
and ammonium acetate. The obtained β-amino acids were converted into ethyl carboxylates by a single-step procedure,
involving the activation of the carboxyl group by treatment with thionyl chloride. The synthesized compounds were purified
and characterized by melting point, 1H NMR, 13C NMR and mass spectrometry.

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