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Enzymatic kinetic resolution of tropic acid
Institution:1. Kazan (Volga region) Federal University, Kremlyovskaya 18, 420008 Kazan, Russia;2. A.E. Arbuzov Institute of Organic and Physical Chemistry, FRC Kazan Scientific Center of RAS, Arbuzov Str. 8, Kazan 420088, Russia;3. I.M. Sechenov First Moscow State Medical University, Trubetskaya 8, Bldg. 2, 119991 Moscow, Russia;1. Institute of Organometallic Chemistry of Russian Academy of Sciences, Tropinina str. 49, GSP-445, 630950 Nizhny Novgorod, Russia;2. Institute of Organoelement Compounds of Russian Academy of Sciences, Vavilova str. 28, 119334 Moscow, Russia;1. Key Laboratory of Industrial Fermentation Microbiology of the Ministry of Education, Tianjin Key Laboratory of Industrial Microbiology, College of Biotechnology, Tianjin University of Science and Technology, National Engineering Laboratory for Industrial Enzymes, Tianjin 300457, PR China;2. College of Bioengineering, Qilu University of Technology, Jinan 250100, PR China
Abstract:A new strategy has been developed for the CAL-B catalysed kinetic resolution of tropic acid by which both enantiomers of tropic acid can be obtained in good enantiomeric excess. (R)-Tropic acid was synthesised with 90% ee and (S)-tropic acid butyl ester in 99% ee by the hydrolysis of tropic acid butyl ester. The other enantiomers were available through the enzymatically catalysed reaction of tropic acid lactone with butanol to give (S)-tropic acid lactone and (R)-tropic acid ester in >98% ee.
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