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Synthesis of enantiomeric 4-hydroxypropranolols from 1,4-dihydroxynaphthalene
Institution:1. Faculty of Pharmaceutical Sciences, Chiba University, 1-33 Yayoi, Inage, Chiba 263-8522, Japan;2. Faculty of Pharmaceutical Sciences, Okayama University, 1-1-1 Tsushima-naka, Okayama 700-8530, Japan;1. Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, People’s Republic of China;2. State Key Laboratory Basis of Xinjiang Indigenous Medicinal Plants Resource Utilization, Xinjiang Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, Urumqi 830011, People’s Republic of China;3. University of Chinese Academy of Sciences, No.19A Yuquan Road, Beijing 100049, People’s Republic of China;1. Instituto de Ciencias Exactas y Naturales, Universidad Arturo Prat, Casilla 121, Iquique, Chile;2. Facultad de Ciencias de la Salud, Universidad Arturo Prat, Casilla 121, Iquique, Chile;3. Bioanalysis and Pharmacology of Bioactive Lipids Laboratory, Louvain Drug Research Institute, Université Catholique de Louvain, 72 Avenue E. Mounier, BPBL 7201, 1200 Brussels, Belgium;4. Toxicology and Cancer Biology Research Group, Louvain Drug Research Institute, Université Catholique de Louvain, 73 Avenue E. Mounier, GTOX 7309, 1200 Brussels, Belgium;5. Departamento de Química, Facultad de Ciencias Básicas Universidad de Antofagasta, Casilla 170, Universidad de Antofagasta, Chile;1. Université Nice Sophia Antipolis, Institut de Chimie de Nice UMR 7272CNRS, Faculté des Science, Parc Valrose, 06108 Nice Cedex 02, France;2. Université Paris Descartes, Laboratoire de Pharmacognosie et de Chimie des Substances Naturelles, UMR CNRS 8638 COMETE, Faculté des Sciences Pharmaceutiques et Biologiques, 4 Avenue de l’Observatoire, 75006 Paris, France;3. Fundación Museo del Mar de Ceuta, Departamento de Oceanografía Biológica y Biodiversidad, Muelle Cañonero Dato S/N, 51001 Ceuta, North Africa, Spain;4. Institut Méditerranéen de Biodiversité et d’Ecologie marine et continentale (IMBE), Aix Marseille Université, CNRS, IRD, Avignon Université, Station marine d’Endoume, rue de la Batterie des Lions, 13007 Marseille, France;1. Research Institute of Pesticidal Design & Synthesis, College of Sciences/Plant Protection, Northwest A&F University, Yangling 712100, Shaanxi Province, China;2. School of Chemistry & Chemical Engineering, Ankang University, Ankang 725000, Shaanxi Province, China;3. Shaanxi Key Laboratory of Natural Products & Chemical Biology, Northwest A&F University, Yangling 712100, Shaanxi Province, China;1. Department of Chemistry, Fudan University, Shanghai 200433, People’s Republic of China;2. Institute of Biomedical Science, Fudan University, Shanghai 200433, People’s Republic of China;3. Rega Institute for Medical Research, Katholieke Universiteit Leuven, 10 Minderbroedersstraat, B-3000 Leuven, Belgium
Abstract:Both (R)- and (S)-enantiomers of 4-hydroxypropranolol were effectively prepared from 1,4-dihydroxynaphthalene in eight steps. The overall yields were around 30%.
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