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

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....

Full description

Bibliographic Details
Main Authors: Enikő Forró, László Schönstein, Loránd Kiss, Alberto Vega-Peñaloza, Eusebio Juaristi, Ferenc Fülöp
Format: Article
Language:English
Published: MDPI AG 2010-06-01
Series:Molecules
Subjects:
Online Access:http://www.mdpi.com/1420-3049/15/6/3998/
_version_ 1819139755456069632
author Enikő Forró
László Schönstein
Loránd Kiss
Alberto Vega-Peñaloza
Eusebio Juaristi
Ferenc Fülöp
author_facet Enikő Forró
László Schönstein
Loránd Kiss
Alberto Vega-Peñaloza
Eusebio Juaristi
Ferenc Fülöp
author_sort Enikő Forró
collection DOAJ
description 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.
first_indexed 2024-12-22T11:27:42Z
format Article
id doaj.art-9d1aa0dd1bb64c90b9367b9d7ce544bb
institution Directory Open Access Journal
issn 1420-3049
language English
last_indexed 2024-12-22T11:27:42Z
publishDate 2010-06-01
publisher MDPI AG
record_format Article
series Molecules
spelling doaj.art-9d1aa0dd1bb64c90b9367b9d7ce544bb2022-12-21T18:27:42ZengMDPI AGMolecules1420-30492010-06-011563998401010.3390/molecules15063998Direct Enzymatic Route for the Preparation of Novel Enantiomerically Enriched Hydroxylated β-Amino Ester StereoisomersEnikő ForróLászló SchönsteinLoránd KissAlberto Vega-PeñalozaEusebio JuaristiFerenc FülöpEnantiomerically 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.http://www.mdpi.com/1420-3049/15/6/3998/β-amino esterstereoisomerenzymehydrolysishydroxylationorganic solventenantioselective
spellingShingle Enikő Forró
László Schönstein
Loránd Kiss
Alberto Vega-Peñaloza
Eusebio Juaristi
Ferenc Fülöp
Direct Enzymatic Route for the Preparation of Novel Enantiomerically Enriched Hydroxylated β-Amino Ester Stereoisomers
Molecules
β-amino ester
stereoisomer
enzyme
hydrolysis
hydroxylation
organic solvent
enantioselective
title Direct Enzymatic Route for the Preparation of Novel Enantiomerically Enriched Hydroxylated β-Amino Ester Stereoisomers
title_full Direct Enzymatic Route for the Preparation of Novel Enantiomerically Enriched Hydroxylated β-Amino Ester Stereoisomers
title_fullStr Direct Enzymatic Route for the Preparation of Novel Enantiomerically Enriched Hydroxylated β-Amino Ester Stereoisomers
title_full_unstemmed Direct Enzymatic Route for the Preparation of Novel Enantiomerically Enriched Hydroxylated β-Amino Ester Stereoisomers
title_short Direct Enzymatic Route for the Preparation of Novel Enantiomerically Enriched Hydroxylated β-Amino Ester Stereoisomers
title_sort direct enzymatic route for the preparation of novel enantiomerically enriched hydroxylated β amino ester stereoisomers
topic β-amino ester
stereoisomer
enzyme
hydrolysis
hydroxylation
organic solvent
enantioselective
url http://www.mdpi.com/1420-3049/15/6/3998/
work_keys_str_mv AT enikoforro directenzymaticrouteforthepreparationofnovelenantiomericallyenrichedhydroxylatedbaminoesterstereoisomers
AT laszloschonstein directenzymaticrouteforthepreparationofnovelenantiomericallyenrichedhydroxylatedbaminoesterstereoisomers
AT lorandkiss directenzymaticrouteforthepreparationofnovelenantiomericallyenrichedhydroxylatedbaminoesterstereoisomers
AT albertovegapenaloza directenzymaticrouteforthepreparationofnovelenantiomericallyenrichedhydroxylatedbaminoesterstereoisomers
AT eusebiojuaristi directenzymaticrouteforthepreparationofnovelenantiomericallyenrichedhydroxylatedbaminoesterstereoisomers
AT ferencfulop directenzymaticrouteforthepreparationofnovelenantiomericallyenrichedhydroxylatedbaminoesterstereoisomers