Enzymatic Kinetic Resolution of tert-Butyl 2-(1-Hydroxyethyl)phenylcarbamate, A Key Intermediate to Chiral Organoselenanes and Organotelluranes
The enzymatic kinetic resolution of tert-butyl 2-(1-hydroxyethyl)phenylcarbamate via lipase-catalyzed transesterification reaction was studied. We investigated several reaction conditions and the carbamate was resolved by Candida antarctica lipase B (CAL-B), leading to the optically pure (R)- and (S...
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ftpubmed:oai:pubmedcentral.nih.gov:6264364 2023-05-15T13:40:41+02:00 Enzymatic Kinetic Resolution of tert-Butyl 2-(1-Hydroxyethyl)phenylcarbamate, A Key Intermediate to Chiral Organoselenanes and Organotelluranes Piovan, Leandro Pasquini, Monica D. Andrade, Leandro H. 2011-09-20 http://www.ncbi.nlm.nih.gov/pmc/articles/PMC6264364/ http://www.ncbi.nlm.nih.gov/pubmed/21934647 https://doi.org/10.3390/molecules16098098 en eng MDPI http://www.ncbi.nlm.nih.gov/pmc/articles/PMC6264364/ http://www.ncbi.nlm.nih.gov/pubmed/21934647 http://dx.doi.org/10.3390/molecules16098098 © 2011 by the authors; licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/3.0/). CC-BY Article Text 2011 ftpubmed https://doi.org/10.3390/molecules16098098 2018-12-16T01:17:53Z The enzymatic kinetic resolution of tert-butyl 2-(1-hydroxyethyl)phenylcarbamate via lipase-catalyzed transesterification reaction was studied. We investigated several reaction conditions and the carbamate was resolved by Candida antarctica lipase B (CAL-B), leading to the optically pure (R)- and (S)-enantiomers. The enzymatic process showed excellent enantioselectivity (E > 200). (R)- and (S)-tert-butyl 2-(1-hydroxyethyl)phenylcarbamate were easily transformed into the corresponding (R)- and (S)-1-(2-aminophenyl)ethanols. Text Antarc* Antarctica PubMed Central (PMC) Molecules 16 9 8098 8109 |
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Article Piovan, Leandro Pasquini, Monica D. Andrade, Leandro H. Enzymatic Kinetic Resolution of tert-Butyl 2-(1-Hydroxyethyl)phenylcarbamate, A Key Intermediate to Chiral Organoselenanes and Organotelluranes |
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Article |
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The enzymatic kinetic resolution of tert-butyl 2-(1-hydroxyethyl)phenylcarbamate via lipase-catalyzed transesterification reaction was studied. We investigated several reaction conditions and the carbamate was resolved by Candida antarctica lipase B (CAL-B), leading to the optically pure (R)- and (S)-enantiomers. The enzymatic process showed excellent enantioselectivity (E > 200). (R)- and (S)-tert-butyl 2-(1-hydroxyethyl)phenylcarbamate were easily transformed into the corresponding (R)- and (S)-1-(2-aminophenyl)ethanols. |
format |
Text |
author |
Piovan, Leandro Pasquini, Monica D. Andrade, Leandro H. |
author_facet |
Piovan, Leandro Pasquini, Monica D. Andrade, Leandro H. |
author_sort |
Piovan, Leandro |
title |
Enzymatic Kinetic Resolution of tert-Butyl 2-(1-Hydroxyethyl)phenylcarbamate, A Key Intermediate to Chiral Organoselenanes and Organotelluranes |
title_short |
Enzymatic Kinetic Resolution of tert-Butyl 2-(1-Hydroxyethyl)phenylcarbamate, A Key Intermediate to Chiral Organoselenanes and Organotelluranes |
title_full |
Enzymatic Kinetic Resolution of tert-Butyl 2-(1-Hydroxyethyl)phenylcarbamate, A Key Intermediate to Chiral Organoselenanes and Organotelluranes |
title_fullStr |
Enzymatic Kinetic Resolution of tert-Butyl 2-(1-Hydroxyethyl)phenylcarbamate, A Key Intermediate to Chiral Organoselenanes and Organotelluranes |
title_full_unstemmed |
Enzymatic Kinetic Resolution of tert-Butyl 2-(1-Hydroxyethyl)phenylcarbamate, A Key Intermediate to Chiral Organoselenanes and Organotelluranes |
title_sort |
enzymatic kinetic resolution of tert-butyl 2-(1-hydroxyethyl)phenylcarbamate, a key intermediate to chiral organoselenanes and organotelluranes |
publisher |
MDPI |
publishDate |
2011 |
url |
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC6264364/ http://www.ncbi.nlm.nih.gov/pubmed/21934647 https://doi.org/10.3390/molecules16098098 |
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Antarc* Antarctica |
genre_facet |
Antarc* Antarctica |
op_relation |
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC6264364/ http://www.ncbi.nlm.nih.gov/pubmed/21934647 http://dx.doi.org/10.3390/molecules16098098 |
op_rights |
© 2011 by the authors; licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/3.0/). |
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CC-BY |
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https://doi.org/10.3390/molecules16098098 |
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