Stereoselective syntheses of the antihistaminic drug olopatadine and its E-isomer

Practical stereoselective synthetic routes to the antihistaminic drug olopatadine and its E-isomer have been developed, the key steps being a trans stereoselective Wittig olefination using a nonstabilized phosphorus ylide and a stereoselective Heck cyclization. The stereoselectivity of the Wittig re...

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Authors: Bosch Cartes, Joan, Bachs, Jordi, Gómez, Antonia M., Griera Farres, Rosa, Écija, Marta, Amat Tusón, Mercedes
Format: article
Status:Versión aceptada para publicación
Publication Date:2012
Country:España
Institution:Varias* (Consorci de Biblioteques Universitáries de Catalunya, Centre de Serveis Científics i Acadèmics de Catalunya)
Repository:Recercat. Dipósit de la Recerca de Catalunya
OAI Identifier:oai:recercat.cat:2445/107829
Online Access:https://hdl.handle.net/2445/107829
Access Level:Open access
Keyword:Antihistamínics
Estructura molecular
Síntesi orgànica
Antihistamines
Molecular structure
Organic synthesis
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spelling Stereoselective syntheses of the antihistaminic drug olopatadine and its E-isomerBosch Cartes, JoanBachs, JordiGómez, Antonia M.Griera Farres, RosaÉcija, MartaAmat Tusón, MercedesAntihistamínicsEstructura molecularSíntesi orgànicaAntihistaminesMolecular structureOrganic synthesisPractical stereoselective synthetic routes to the antihistaminic drug olopatadine and its E-isomer have been developed, the key steps being a trans stereoselective Wittig olefination using a nonstabilized phosphorus ylide and a stereoselective Heck cyclization. The stereoselectivity of the Wittig reaction depends on both the phosphonium salt anion and the cation present in the base used to generate the ylide.American Chemical Society2017201720122017info:eu-repo/semantics/articleinfo:eu-repo/semantics/acceptedVersion5 p.application/pdfapplication/pdfhttps://hdl.handle.net/2445/107829Articles publicats en revistes (Farmacologia, Toxicologia i Química Terapèutica)reponame:Recercat. Dipósit de la Recerca de Catalunyainstname:Varias* (Consorci de Biblioteques Universitáries de Catalunya, Centre de Serveis Científics i Acadèmics de Catalunya)InglésVersió postprint del document publicat a: https://doi.org/10.1021/jo300925cJournal of Organic Chemistry, 2012, vol. 77, num. 14, p. 6340-6344https://doi.org/10.1021/jo300925c(c) American Chemical Society , 2012info:eu-repo/semantics/openAccessoai:recercat.cat:2445/1078292026-05-29T05:05:01Z
dc.title.none.fl_str_mv Stereoselective syntheses of the antihistaminic drug olopatadine and its E-isomer
title Stereoselective syntheses of the antihistaminic drug olopatadine and its E-isomer
spellingShingle Stereoselective syntheses of the antihistaminic drug olopatadine and its E-isomer
Bosch Cartes, Joan
Antihistamínics
Estructura molecular
Síntesi orgànica
Antihistamines
Molecular structure
Organic synthesis
title_short Stereoselective syntheses of the antihistaminic drug olopatadine and its E-isomer
title_full Stereoselective syntheses of the antihistaminic drug olopatadine and its E-isomer
title_fullStr Stereoselective syntheses of the antihistaminic drug olopatadine and its E-isomer
title_full_unstemmed Stereoselective syntheses of the antihistaminic drug olopatadine and its E-isomer
title_sort Stereoselective syntheses of the antihistaminic drug olopatadine and its E-isomer
dc.creator.none.fl_str_mv Bosch Cartes, Joan
Bachs, Jordi
Gómez, Antonia M.
Griera Farres, Rosa
Écija, Marta
Amat Tusón, Mercedes
author Bosch Cartes, Joan
author_facet Bosch Cartes, Joan
Bachs, Jordi
Gómez, Antonia M.
Griera Farres, Rosa
Écija, Marta
Amat Tusón, Mercedes
author_role author
author2 Bachs, Jordi
Gómez, Antonia M.
Griera Farres, Rosa
Écija, Marta
Amat Tusón, Mercedes
author2_role author
author
author
author
author
dc.subject.none.fl_str_mv Antihistamínics
Estructura molecular
Síntesi orgànica
Antihistamines
Molecular structure
Organic synthesis
topic Antihistamínics
Estructura molecular
Síntesi orgànica
Antihistamines
Molecular structure
Organic synthesis
description Practical stereoselective synthetic routes to the antihistaminic drug olopatadine and its E-isomer have been developed, the key steps being a trans stereoselective Wittig olefination using a nonstabilized phosphorus ylide and a stereoselective Heck cyclization. The stereoselectivity of the Wittig reaction depends on both the phosphonium salt anion and the cation present in the base used to generate the ylide.
publishDate 2012
dc.date.none.fl_str_mv 2012
2017
2017
2017
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/acceptedVersion
format article
status_str acceptedVersion
dc.identifier.none.fl_str_mv https://hdl.handle.net/2445/107829
url https://hdl.handle.net/2445/107829
dc.language.none.fl_str_mv Inglés
language_invalid_str_mv Inglés
dc.relation.none.fl_str_mv Versió postprint del document publicat a: https://doi.org/10.1021/jo300925c
Journal of Organic Chemistry, 2012, vol. 77, num. 14, p. 6340-6344
https://doi.org/10.1021/jo300925c
dc.rights.none.fl_str_mv (c) American Chemical Society , 2012
info:eu-repo/semantics/openAccess
rights_invalid_str_mv (c) American Chemical Society , 2012
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv 5 p.
application/pdf
application/pdf
dc.publisher.none.fl_str_mv American Chemical Society
publisher.none.fl_str_mv American Chemical Society
dc.source.none.fl_str_mv Articles publicats en revistes (Farmacologia, Toxicologia i Química Terapèutica)
reponame:Recercat. Dipósit de la Recerca de Catalunya
instname:Varias* (Consorci de Biblioteques Universitáries de Catalunya, Centre de Serveis Científics i Acadèmics de Catalunya)
instname_str Varias* (Consorci de Biblioteques Universitáries de Catalunya, Centre de Serveis Científics i Acadèmics de Catalunya)
reponame_str Recercat. Dipósit de la Recerca de Catalunya
collection Recercat. Dipósit de la Recerca de Catalunya
repository.name.fl_str_mv
repository.mail.fl_str_mv
_version_ 1869421873842880512
score 15.811543

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