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A study on the formation of N-tosyl-1,3,2-oxazaborolidin-5-one by electrospray mass spectrometry
Institution:1. VTT Chemical Technology, P. O. Box 1401, 02044 VTT, FIN-02044 VTT, Finland;2. Laboratory of Organic Chemistry, P. O. Box 55, FIN-00014, University of Helsinki, Helsinki, Finland;3. Department of Pharmacy, P. O. Box 56, FIN-00014, University of Helsinki, Helsinki, Finland;1. Department of Organic Chemistry and Technology, Budapest University of Technology and Economics, 1521 Budapest, Hungary;2. Research Group for Organic Chemical Technology, Hungarian Academy of Sciences, 1521 Budapest, Hungary;3. Department of Inorganic and Analytical Chemistry, Budapest University of Technology and Economics, 1521 Budapest, Hungary;1. Faculty of Food Technology and Biotechnology, University of Zagreb, Pierotijeva 6, 10000 Zagreb, Croatia;2. Department of Chemistry, Wrocław University of Environmental and Life Sciences, Norwida 25, 50-375 Wrocław, Poland;1. Faculty of Electronics, Telecommunications and Informatics, Gdańsk University of Technology, 11/12 Narutowicza Str., 80-233, Gdansk, Poland;2. Centre for Plasma and Laser Engineering, The Szewalski Institute of Fluid-Flow Machinery, Polish Academy of Sciences, 14 Fiszera St., 80-231, Gdansk, Poland;3. Department of Electrochemistry, Corrosion and Materials Engineering, Faculty of Chemistry, Gdansk University of Technology, Narutowicza 11/12, 80-233 Gdansk, Poland;4. Faculty of Chemistry, Michigan State University, 578 S. Shaw Lane, East Lansing, MI, 48824-1322, United States;1. Institute of Medicinal Biotechnology, Chinese Academy of Medical Science and Peking Union Medical College, Beijing 100050, China;2. New Drug Research & Development Center, North China Pharmaceutical Group Corporation, Shijiazhuang 050015, China
Abstract:The crude product generated in a reaction between N-tosyl valine and borane was studied by electrospray mass spectrometry (ESIMS). Intermediates in the formation of N-tosyl-1,3,2-oxazaborolidin-5-one 1a and further reactions of 1a were studied with negative ion mode. According to the results 1a may, as soon as it is generated, react with the starting amino acid.
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