Abstract
The preparation of the enantiomerically pure (R,R)-lactide (>99%ee) on the gram scale by alcoholysis of rac-lactide in the presence of Amano lipase PS is described. The synthesis of enantiopure lactide by this method is advantageous over traditional preparation via thermal tin-catalysed cyclisation of corresponding oligolactic acids, since the reaction temperature are much lower. That results that no meso-lactide is formed. The alcoholysis of rac-lactide with n-BuOH was studied in the presence of various enzymes in different solvent systems. The kinetic study of the alcoholysis of rac-lactide in the presence of CALB was performed.
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Shuklov, I. A., Shuklov, A. D., Dubrovina, N. V., Kühlein, K., & Börner, A. (2018). Catalytic processes in the chemistry of lactic acid and PLLA: Enzymatic stereoselective alcoholysis of rac-lactide. In Pure and Applied Chemistry (Vol. 90, pp. 285–292). Walter de Gruyter GmbH. https://doi.org/10.1515/pac-2017-0412
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