Direct Enzymatic Route for the Preparation of Novel Enantiomerically Enriched Hydroxylated β-Amino Ester Stereoisomers

doi:10.3390/molecules15063998

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Molecules 2010, 15(6), 3998-4010; doi:10.3390/molecules15063998

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Direct Enzymatic Route for the Preparation of Novel Enantiomerically Enriched Hydroxylated β-Amino Ester Stereoisomers

Enikő Forró¹, László Schönstein¹, Loránd Kiss¹, Alberto Vega-Peñaloza², Eusebio Juaristi² and Ferenc Fülöp^1,3,*

¹ Institute of Pharmaceutical Chemistry, University of Szeged, H-6720 Szeged, Eötvös u. 6, Hungary ² Departamento de Química, Centro de Investigación y de Estudios Avanzados del Instituto Politécnico Nacional, Av. Instituto Politécnico Nacional 2508 Col. San Pedro Zacatenco, 07360 México, D.F. Apartado Postal 14-740, 07000, D.F., Mexico ³ Research Group of Stereochemistry of the Hungarian Academy of Sciences, University of Szeged, H-6720 Szeged, Eötvös u. 6, Hungary

* Author to whom correspondence should be addressed.

Received: 6 May 2010; in revised form: 25 May 2010 / Accepted: 28 May 2010 / Published: 1 June 2010

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Abstract: Enantiomerically enriched hydroxy-substituted b-amino esters have been synthesized through CAL-B-catalyzed enantioselective hydrolysis in organic media. Moderate to good enantiomeric excess values (ee ≥ 52%) were obtained when the CAL-B-catalyzed reactions were performed in t-BuOMe, at 60 ºC with 0.5 equiv. of added H₂O as nucleophile.

Keywords: β-amino ester; stereoisomer; enzyme; hydrolysis; hydroxylation; organic solvent; enantioselective

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MDPI and ACS Style

Forró, E.; Schönstein, L.; Kiss, L.; Vega-Peñaloza, A.; Juaristi, E.; Fülöp, F. Direct Enzymatic Route for the Preparation of Novel Enantiomerically Enriched Hydroxylated β-Amino Ester Stereoisomers. Molecules 2010, 15, 3998-4010.

AMA Style

Forró E, Schönstein L, Kiss L, Vega-Peñaloza A, Juaristi E, Fülöp F. Direct Enzymatic Route for the Preparation of Novel Enantiomerically Enriched Hydroxylated β-Amino Ester Stereoisomers. Molecules. 2010; 15(6):3998-4010.

Chicago/Turabian Style

Forró, Enikő; Schönstein, László; Kiss, Loránd; Vega-Peñaloza, Alberto; Juaristi, Eusebio; Fülöp, Ferenc. 2010. "Direct Enzymatic Route for the Preparation of Novel Enantiomerically Enriched Hydroxylated β-Amino Ester Stereoisomers." Molecules 15, no. 6: 3998-4010.

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