2026-06-01T07:50:33Zhttps://docta.ucm.es/rest/oai/request

oai:docta.ucm.es:20.500.14352/925282025-03-18T15:14:55Zcom_20.500.14352_14col_20.500.14352_15

On the Use of Orthoformates as an Efficient Approach to Enhance the Enzymatic Enantioselective Synthesis of (S)-Ibuprofen Khiari, Oussama Bouzemi, Nassima Sánchez Montero, José Alcántara León, Andrés Rafael Sánchez Montero, José Alcántara León, Andrés Rafael 6 612.015 kinetic resolution ibuprofen eutomer lipase irreversible esterification orthoformates water trapping cosolvents Ciencias Ciencias Biomédicas 23 Química 24 Ciencias de la Vida In this paper, we describe the effectiveness of the combination between an organic solvent system mixture with orthoformates with different chain sizes from one to four carbon atoms. These orthoesters have been used as a “water trapper/alcohol releaser molecule” to reach a notable improvement in enantioselectivity and enantiomeric excess of our target compound, (S)-2-(4-isobutylphenyl)propanoic acid (ibuprofen eutomer), during the enzymatic kinetic resolution of rac-ibuprofen using immobilized lipase B of Candida antarctica as a biocatalyst. At the same time, one of the great problems of biocatalysis in organic media has been solved by eliminating excess water in the medium that allows the reversibility of the reaction. Following the optimization of the reaction conditions, an increase in enantiomeric excess and enantioselectivity was reached by using these acyl donors in the presence of a cosolvent. Spanish Ministry of Science and Innovation Depto. de Química en Ciencias Farmacéuticas Fac. de Farmacia TRUE pub 2024-01-11T12:35:37Z 2024-01-11T12:35:37Z 2023-01-22 journal article VoR https://hdl.handle.net/20.500.14352/92528 2073-4344 10.3390/catal13020251 eng info:eu-repo/grantAgreement/PID2019-105337RB-C22 Khiari, O.; Bouzemi, N.; Sánchez-Montero, J.M.; Alcántara, A.R. On the Use of Orthoformates as an Efficient Approach to Enhance the Enzymatic Enantioselective Synthesis of (S)-Ibuprofen. Catalysts 2023, 13, 251. https://doi.org/10.3390/catal13020251 Attribution 4.0 International http://creativecommons.org/licenses/by/4.0/ open access application/pdf MDPI