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Diastereospecific synthesis of new 4-substituted l-theanine derivatives
Affiliation:1. IBMM-UMR 5247, CNRS, UM2, UM1, Place E. Bataillon, 34095 Montpellier Cédex 5, France;2. Laboratoire de Synthèse Organique Appliquée LSOA, Université d’Oran, Département de Chimie, Bp 1524 El M’Naouer, Oran 31000, Algeria;3. IEM-UMR5635, CNRS-UM2-ENSCM, Place E. Bataillon, 34095 Montpellier Cédex 5, France;1. The College of Chemistry and Molecular Engineering, Center of Computational Chemistry, Zhengzhou University, Zhengzhou, Henan 450001, PR China;2. Department of Chemical Engineering, Henan Polytechnic Institute, Nanyang, Henan 473000, PR China;3. Department of Pathophysiology, School of Basic Medical Sciences, Zhengzhou University, Zhengzhou, Henan 450001, PR China;1. Faculty of Agriculture, Ehime University, 3-5-7 Tarumi, Matsuyama, Ehime 790-8566, Japan;2. South Ehime Fisheries Research Center, 1289-1 Funakoshi, Ainan, Ehime 798-4292, Japan;3. Integrated Center for Sciences, Tarumi Station, Ehime University, 3-5-7 Tarumi, Matsuyama, Ehime 790-8566, Japan;1. Department of Biochemistry and Molecular Biology, University of Chicago, 929 East 57th Street, Chicago, IL 60637, USA;2. Department of Chemistry, University of Chicago, 929 East 57th Street, Chicago, IL 60637, USA;1. School of Science & Humanities, Department of Chemistry, Karunya University, India;2. Laboratory of X-ray Crystallography, CSIR – Indian Institute of Chemical Technology, Hyderabad, India
Abstract:Considering the biological activity of l-theanine as a potent agonist of NMDA receptors, impacting on glutamatergic synapse activity, we have developed an asymmetric synthesis of new enantiomerically pure 4-substituted l-theanine derivatives. The key step is a stereospecific alkylation on a previously synthesized and correctly protected (S)-pyroglutamate.
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