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Synthesis of Novel Chiral Thioether Ligands Containing Imidazole Rings Based on Natural Amino Acids
Authors:Pu Mao  Yajing Cai  Yongmei Xiao  Liangru Yang  Yuan Xue  Maoping Song
Institution:1. Department of Chemistry , Zhengzhou University , Zhengzhou, P. R. China;2. School of Chemistry and Chemical Engineering , Henan University of Technology , Zhengzhou, P. R. China;3. School of Chemistry and Chemical Engineering , Henan University of Technology , Zhengzhou, P. R. China;4. Department of Chemistry , Zhengzhou University , Zhengzhou, P. R. China
Abstract:Using commercially available natural amino acids (L-Val, L-Leu, L-Phe) as chiral precursors, a series of N-substituted imidazole derivatives containing chiral groups was synthesized from the condensation reaction of amino acids, formaldehyde, glyoxal, and ammonia. Through esterification, reduction, chlorination, and subsequent substitution by thiols, chiral thioethers containing imidazole rings were synthesized, and the synthetic conditions were optimized. All the intermediates and the final products were characterized by NMR, ESI MS, HR MS, and IR.
Keywords:Chiral ligands  imidazole derivatives  natural amino acids  thioethers
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