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Synthesis of amino acid esters by papain
Institution:1. Institute of Fine Chemical Technologies, MIREA – Russian Technological University, 119571 Moscow, Russian Federation;2. State Research Institute for Chemistry and Technology of Organoelement Compounds, 105118 Moscow, Russian Federation;3. A. N. Frumkin Institute of Physical Chemistry and Electrochemistry, Russian Academy of Sciences, 199071 Moscow, Russian Federation;1. Beijing Key Laboratory of New Drug Mechanisms and Pharmacological Evaluation Study, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing, PR China;2. Department of Pharmacology, Gannan Medical College, Jiangxi Province, PR China;1. Department of Electrical and Computer Engineering, University of Connecticut, 371 Fairfield Way, Storrs, CT 06269, USA;2. Department of Chemistry, University of Connecticut, 55 N. Eagleville Road, Storrs, CT 06269-3060, USA;1. UPR CNRS 8241, LCC (Laboratoire de Chimie de Coordination), 205 Route de Narbonne, BP 44099, 31077 Toulouse Cedex 4, France;2. Institut de Chimie de Toulouse, ICT-FR2599, Université de Toulouse, Université Paul Sabatier, 118 Route de Narbonne, 31062 Toulouse, France;3. UMR CNRS 5068, LSPCMIB, Université de Toulouse, Université Paul Sabatier, 118 Route de Narbonne, 31062 Toulouse Cedex 9, France;4. Department of Chemistry, Taras Shevchenko National University of Kyiv, Volodymyrska Street 64/13, Kyiv 01601, Ukraine;5. UMR CNRS 5089, IPBS (Institut de Pharmacologie et de Biologie Structurale), 205 Route de Narbonne, 31077 Toulouse Cedex, France
Abstract:A wide range of N-Boc-amino add esters were synthesized from N-Boc-amino acids and alcohol using papain as catalyst. Suitable biphasic reaction mixtures were found for most amino acids to achieve high yield of ester synthesis. With N-Boc-L-aspartic and glutamic adds only the a carboxyl group is esterified, without racemisation.
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