Synthesis of (R)-(+)-methyl 3-amino-3-(5-hydroxy-2-pyridinyl)propanoate,an analog of l-azatyrosine |
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Institution: | 1. Department of Chemistry, Analytical and Biological Chemistry Research Facility, Synthesis and Solid State Pharmaceutical Centre, University College Cork, Ireland;2. Department of Chemistry and School of Pharmacy, Analytical and Biological Chemistry Research Facility, Synthesis and Solid State Pharmaceutical Centre, University College Cork, Ireland;3. School of Food and Nutritional Sciences, University College Cork, Ireland;4. School of Agriculture and Food Science, University College Dublin, Dublin 4, Ireland;5. Food Biosciences Department, Teagasc Food Research Centre, Ashtown, Dublin 15, Ireland;6. Department of Zoology, Ecology and Plant Science, University College Cork, Ireland;1. Dipartimento di Farmacia—Scienze del Farmaco, Università degli Studi di Bari ‘Aldo Moro’, via Orabona, 4, 70125 Bari, Italy;2. Department of Microbiology and Immunology, Montana State University, Bozeman, MT 59717, USA;3. Department of Chemistry, Altai State Techical University, Barnaul, Russia;4. Department of Biotechnology and Organic Chemistry, Tomsk Polytechnic University, Tomsk 634050, Russia;1. Department of Medicine, Cleveland Clinic Foundation, Cleveland, Ohio;2. Section of Cardiac Pacing and Electrophysiology, Heart and Vascular Institute, Cleveland Clinic Foundation, Cleveland, Ohio;3. Cardiovascular Medicine, University of Pittsburgh Medical Center, Pittsburgh, Pennsylvania;4. Cerebrovascular Institute, Cleveland Clinic Foundation, Cleveland, Ohio |
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Abstract: | A concise asymmetric synthesis of (R)-(+)-methyl 3-amino-3-(5-hydroxy-2-pyridinyl)propanoate 2, a β-amino acid analog of l-azatyrosine 1 starting from the commercially available (−)-Andersen reagent (−)-3 in good overall yield is described. |
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