Unexpected diastereotopic behaviour in the ¹H NMR spectrum of 1,4-dihydropyridine derivatives triggered by chiral and prochiral centres

Detalhes bibliográficos
Autor(a) principal: Argüello DaSilva,Jacqueline
Data de Publicação: 2005
Outros Autores: Saitz Barría,Claudio, Jullian,Carolina, Navarrete,Patricio, Núñez Vergara,Luis, Squella,Juan A.
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=S0103-50532005000100018
Resumo: 1,4-dihydropyridine derivatives constitute an important pharmacological group for the treatment of cardiovascular diseases. We have synthesised a series 4-(5'-nitro-2'-furyl)-1,4-dihydropyridine derivatives, which were characterised by ¹H-NMR. We have found that carboethoxy groups at the C-3 and C-5 on the 1,4-dihydropyridine ring show a much more complex signal in the ¹H NMR spectra, either when C-4 is a pseudo-prochiral or a chiral centre.
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spelling Unexpected diastereotopic behaviour in the ¹H NMR spectrum of 1,4-dihydropyridine derivatives triggered by chiral and prochiral centresNMR1H NMR1,4-dihydropyridinescarboethoxy groupenantiotopic methylene hydrogens1,4-dihydropyridine derivatives constitute an important pharmacological group for the treatment of cardiovascular diseases. We have synthesised a series 4-(5'-nitro-2'-furyl)-1,4-dihydropyridine derivatives, which were characterised by ¹H-NMR. We have found that carboethoxy groups at the C-3 and C-5 on the 1,4-dihydropyridine ring show a much more complex signal in the ¹H NMR spectra, either when C-4 is a pseudo-prochiral or a chiral centre.Sociedade Brasileira de Química2005-02-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersiontext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532005000100018Journal of the Brazilian Chemical Society v.16 n.1 2005reponame:Journal of the Brazilian Chemical Society (Online)instname:Sociedade Brasileira de Química (SBQ)instacron:SBQ10.1590/S0103-50532005000100018info:eu-repo/semantics/openAccessArgüello DaSilva,JacquelineSaitz Barría,ClaudioJullian,CarolinaNavarrete,PatricioNúñez Vergara,LuisSquella,Juan A.eng2005-03-22T00:00:00Zoai:scielo:S0103-50532005000100018Revistahttp://jbcs.sbq.org.brONGhttps://old.scielo.br/oai/scielo-oai.php||office@jbcs.sbq.org.br1678-47900103-5053opendoar:2005-03-22T00:00Journal of the Brazilian Chemical Society (Online) - Sociedade Brasileira de Química (SBQ)false
dc.title.none.fl_str_mv Unexpected diastereotopic behaviour in the ¹H NMR spectrum of 1,4-dihydropyridine derivatives triggered by chiral and prochiral centres
title Unexpected diastereotopic behaviour in the ¹H NMR spectrum of 1,4-dihydropyridine derivatives triggered by chiral and prochiral centres
spellingShingle Unexpected diastereotopic behaviour in the ¹H NMR spectrum of 1,4-dihydropyridine derivatives triggered by chiral and prochiral centres
Argüello DaSilva,Jacqueline
NMR
1H NMR
1,4-dihydropyridines
carboethoxy group
enantiotopic methylene hydrogens
title_short Unexpected diastereotopic behaviour in the ¹H NMR spectrum of 1,4-dihydropyridine derivatives triggered by chiral and prochiral centres
title_full Unexpected diastereotopic behaviour in the ¹H NMR spectrum of 1,4-dihydropyridine derivatives triggered by chiral and prochiral centres
title_fullStr Unexpected diastereotopic behaviour in the ¹H NMR spectrum of 1,4-dihydropyridine derivatives triggered by chiral and prochiral centres
title_full_unstemmed Unexpected diastereotopic behaviour in the ¹H NMR spectrum of 1,4-dihydropyridine derivatives triggered by chiral and prochiral centres
title_sort Unexpected diastereotopic behaviour in the ¹H NMR spectrum of 1,4-dihydropyridine derivatives triggered by chiral and prochiral centres
author Argüello DaSilva,Jacqueline
author_facet Argüello DaSilva,Jacqueline
Saitz Barría,Claudio
Jullian,Carolina
Navarrete,Patricio
Núñez Vergara,Luis
Squella,Juan A.
author_role author
author2 Saitz Barría,Claudio
Jullian,Carolina
Navarrete,Patricio
Núñez Vergara,Luis
Squella,Juan A.
author2_role author
author
author
author
author
dc.contributor.author.fl_str_mv Argüello DaSilva,Jacqueline
Saitz Barría,Claudio
Jullian,Carolina
Navarrete,Patricio
Núñez Vergara,Luis
Squella,Juan A.
dc.subject.por.fl_str_mv NMR
1H NMR
1,4-dihydropyridines
carboethoxy group
enantiotopic methylene hydrogens
topic NMR
1H NMR
1,4-dihydropyridines
carboethoxy group
enantiotopic methylene hydrogens
description 1,4-dihydropyridine derivatives constitute an important pharmacological group for the treatment of cardiovascular diseases. We have synthesised a series 4-(5'-nitro-2'-furyl)-1,4-dihydropyridine derivatives, which were characterised by ¹H-NMR. We have found that carboethoxy groups at the C-3 and C-5 on the 1,4-dihydropyridine ring show a much more complex signal in the ¹H NMR spectra, either when C-4 is a pseudo-prochiral or a chiral centre.
publishDate 2005
dc.date.none.fl_str_mv 2005-02-01
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=S0103-50532005000100018
url http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532005000100018
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv 10.1590/S0103-50532005000100018
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.16 n.1 2005
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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