Lipase-Mediated Dynamic Kinetic Resolution of 1-Phenylethanol Using Niobium Salts as Racemization Agents

Detalhes bibliográficos
Autor(a) principal: Higa,Vanessa M.
Data de Publicação: 2021
Outros Autores: Rocha,Willian S., Sairre,Mirela Inês de, Omori,Álvaro T.
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Journal of the Brazilian Chemical Society (Online)
Texto Completo: http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532021001001956
Resumo: In this work, a racemization method of (S)-1-phenylethanol by niobium salts was developed. Among the salts available, the niobium phosphate hydrate (NbOPO4.nH2O) reduced the enantiomeric excess (ee) of the chiral alcohol from 95 to 0% after 24 h at 60 ºC in toluene. This new racemization agent was combined with a lipase (CALB) in order to achieve a chemoenzymatic dynamic kinetic resolution (DKR). Experiments demonstrated that the DKR process is feasible and the corresponding (R)-1-phenylethyl acetate was obtained with 92% conversion and 85% ee.
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spelling Lipase-Mediated Dynamic Kinetic Resolution of 1-Phenylethanol Using Niobium Salts as Racemization Agentsniobiumdynamic kinetic resolutionbiocatalysisracemization agentIn this work, a racemization method of (S)-1-phenylethanol by niobium salts was developed. Among the salts available, the niobium phosphate hydrate (NbOPO4.nH2O) reduced the enantiomeric excess (ee) of the chiral alcohol from 95 to 0% after 24 h at 60 ºC in toluene. This new racemization agent was combined with a lipase (CALB) in order to achieve a chemoenzymatic dynamic kinetic resolution (DKR). Experiments demonstrated that the DKR process is feasible and the corresponding (R)-1-phenylethyl acetate was obtained with 92% conversion and 85% ee.Sociedade Brasileira de Química2021-10-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersiontext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532021001001956Journal of the Brazilian Chemical Society v.32 n.10 2021reponame:Journal of the Brazilian Chemical Society (Online)instname:Sociedade Brasileira de Química (SBQ)instacron:SBQ10.21577/0103-5053.20210086info:eu-repo/semantics/openAccessHiga,Vanessa M.Rocha,Willian S.Sairre,Mirela Inês deOmori,Álvaro T.eng2021-09-28T00:00:00Zoai:scielo:S0103-50532021001001956Revistahttp://jbcs.sbq.org.brONGhttps://old.scielo.br/oai/scielo-oai.php||office@jbcs.sbq.org.br1678-47900103-5053opendoar:2021-09-28T00:00Journal of the Brazilian Chemical Society (Online) - Sociedade Brasileira de Química (SBQ)false
dc.title.none.fl_str_mv Lipase-Mediated Dynamic Kinetic Resolution of 1-Phenylethanol Using Niobium Salts as Racemization Agents
title Lipase-Mediated Dynamic Kinetic Resolution of 1-Phenylethanol Using Niobium Salts as Racemization Agents
spellingShingle Lipase-Mediated Dynamic Kinetic Resolution of 1-Phenylethanol Using Niobium Salts as Racemization Agents
Higa,Vanessa M.
niobium
dynamic kinetic resolution
biocatalysis
racemization agent
title_short Lipase-Mediated Dynamic Kinetic Resolution of 1-Phenylethanol Using Niobium Salts as Racemization Agents
title_full Lipase-Mediated Dynamic Kinetic Resolution of 1-Phenylethanol Using Niobium Salts as Racemization Agents
title_fullStr Lipase-Mediated Dynamic Kinetic Resolution of 1-Phenylethanol Using Niobium Salts as Racemization Agents
title_full_unstemmed Lipase-Mediated Dynamic Kinetic Resolution of 1-Phenylethanol Using Niobium Salts as Racemization Agents
title_sort Lipase-Mediated Dynamic Kinetic Resolution of 1-Phenylethanol Using Niobium Salts as Racemization Agents
author Higa,Vanessa M.
author_facet Higa,Vanessa M.
Rocha,Willian S.
Sairre,Mirela Inês de
Omori,Álvaro T.
author_role author
author2 Rocha,Willian S.
Sairre,Mirela Inês de
Omori,Álvaro T.
author2_role author
author
author
dc.contributor.author.fl_str_mv Higa,Vanessa M.
Rocha,Willian S.
Sairre,Mirela Inês de
Omori,Álvaro T.
dc.subject.por.fl_str_mv niobium
dynamic kinetic resolution
biocatalysis
racemization agent
topic niobium
dynamic kinetic resolution
biocatalysis
racemization agent
description In this work, a racemization method of (S)-1-phenylethanol by niobium salts was developed. Among the salts available, the niobium phosphate hydrate (NbOPO4.nH2O) reduced the enantiomeric excess (ee) of the chiral alcohol from 95 to 0% after 24 h at 60 ºC in toluene. This new racemization agent was combined with a lipase (CALB) in order to achieve a chemoenzymatic dynamic kinetic resolution (DKR). Experiments demonstrated that the DKR process is feasible and the corresponding (R)-1-phenylethyl acetate was obtained with 92% conversion and 85% ee.
publishDate 2021
dc.date.none.fl_str_mv 2021-10-01
dc.type.driver.fl_str_mv info:eu-repo/semantics/article
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
format article
status_str publishedVersion
dc.identifier.uri.fl_str_mv http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532021001001956
url http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532021001001956
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv 10.21577/0103-5053.20210086
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv text/html
dc.publisher.none.fl_str_mv Sociedade Brasileira de Química
publisher.none.fl_str_mv Sociedade Brasileira de Química
dc.source.none.fl_str_mv Journal of the Brazilian Chemical Society v.32 n.10 2021
reponame:Journal of the Brazilian Chemical Society (Online)
instname:Sociedade Brasileira de Química (SBQ)
instacron:SBQ
instname_str Sociedade Brasileira de Química (SBQ)
instacron_str SBQ
institution SBQ
reponame_str Journal of the Brazilian Chemical Society (Online)
collection Journal of the Brazilian Chemical Society (Online)
repository.name.fl_str_mv Journal of the Brazilian Chemical Society (Online) - Sociedade Brasileira de Química (SBQ)
repository.mail.fl_str_mv ||office@jbcs.sbq.org.br
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