Abstract
(R)-2-Hydroxy-4-phenylbutyric acid is a precursor for the production of Angiotensin Converting Enzyme (ACE) inhibitors. This paper describes its synthesis by enantioselective reduction of the corresponding α-ketoacid. Four approaches are described/compared: enzymatic reduction under catalysis of a NADH-dependent dehydrogenase that is performed in an enzyme membrane reactor including coenzyme regeneration and microbial transformation by means of Proteus vulgaris in a packed bed reactor. Furthermore, two chemical enantioselective hydrogenation methods are described: heterogeneous hydrogenation with a modified Platinum catalyst and homogeneous hydrogenation with a soluble chiral Rhodium diphosphine complex.
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© 1992 Springer Science+Business Media Dordrecht
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Schmidt, E., Blaser, H.U., Fauquex, P.F., Sedelmeier, G., Spindler, F. (1992). Comparison of Chemical and Biochemical Reduction Methods for the Synthesis of (R)-2-Hydroxy-4-Phenylbutyric Acid. In: Servi, S. (eds) Microbial Reagents in Organic Synthesis. NATO ASI Series, vol 381. Springer, Dordrecht. https://doi.org/10.1007/978-94-011-2444-7_30
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DOI: https://doi.org/10.1007/978-94-011-2444-7_30
Publisher Name: Springer, Dordrecht
Print ISBN: 978-94-010-5078-4
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