Solid state properties of 1,2-epoxy-3-(2-methoxyphenyloxy)-propane—valuable intermediate in non-racemic drug synthesis |
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| Institution: | 1. PSL Research University, Chimie ParisTech - CNRS, Institut de Recherche de Chimie Paris, Paris, 75005, France;2. Institut de Recherche Pierre Fabre, Gaillac, 81600, France;3. Unité de Service et de Recherche CNRS-Pierre Fabre n°3388 ETaC CRDPF, Toulouse, 31035, France;1. Key Laboratory for Green Chemical Process of Ministry of Education, School of Chemical Engineering and Pharmacy, Wuhan Institute of Technology, Wuhan 430073, China;2. School of Chemistry & Environmental Engineering, Wuhan Institute of Technology, Wuhan 430073, China;3. KU Leuven, Department of Microbiology and Immunology, Laboratory of Virology and Chemotherapy, Rega Institute for Medical Research, B-3000 Leuven, Belgium;1. Institute for Technical and Macromolecular Chemistry, University of Hamburg, Bundesstr. 45, D-20146 Hamburg, Germany;2. Organic Synthesis Research Unit, Department of Chemistry, Faculty of Science, Chulalongkorn University, Phayathai Rd. Pathumwan, Bangkok 10330, Thailand;1. Department of Biomedical Imaging and Radiological Sciences, National Yang-Ming University, 155, Sec.2, Linong St., Taipei 11217, Taiwan;2. Institute of Nuclear Energy Research, Department of Isotope Application, Taoyuan, Taiwan;3. Department of Nuclear Medicine, Taipei Veterans General Hospital, Taipei, Taiwan;1. Department of Chemical Drugs, Faculty of Pharmacy, University of Veterinary and Pharmaceutical Sciences, Palackeho 1/3, 612 42 Brno, Czech Republic;2. Department of Biological Sciences, Cork Institute of Technology, Bishopstown, Cork, Ireland;3. Department of NMR Spectroscopy and Mass Spectrometry, Faculty of Chemical and Food Technology, Slovak University of Technology in Bratislava, Radlinskeho 9, 812 37 Bratislava, Slovakia;4. Department of Human Pharmacology and Toxicology, Faculty of Pharmacy, University of Veterinary and Pharmaceutical Sciences, Palackeho 1/3, 612 42 Brno, Czech Republic;5. Institute of Chemistry, Faculty of Natural Sciences, Comenius University, Mlynska dolina Ch-2, 842 15 Bratislava, Slovakia |
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| Abstract: | Racemic 1,2-epoxy-3-(2-methoxyphenyloxy)-propane 1 undergoes spontaneous resolution upon crystallization. This fact is confirmed by coincidence of the IR spectra of racemic and scalemic crystalline samples of 1, by thermal analysis (single eutectic V-shape binary melting phase diagram), and X-ray analysis (space group P212121, Z = 4). Racemic 1 could be resolved into (S)-(+)- and (R)-(−)-1 by a preferential crystallization procedure. |
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