Highly efficient, multigram and enantiopure synthesis of (S)-2-(2,4′-bithiazol-2-yl)pyrrolidine

(S)-2-(4-Bromo-2,4"-bithiazole)-1-(tert-butoxycarbonyl)pyrrolidine ((S)-1) was obtained as a single enantiomer and in high yield by means of a two-step modified Hantzsch thiazole synthesis reaction when bromoketone 3 and thioamide (S)-4 were used. Further conversion of (S)-1 into trimethyltin d...

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Detalhes bibliográficos
Autores: Just Baringo, Xavier, Bruno, Paolo, Albericio Palomera, Fernando, Álvarez Domingo, Mercedes
Formato: artículo
Estado:Versión aceptada para publicación
Fecha de publicación:2011
País:España
Recursos:Varias* (Consorci de Biblioteques Universitáries de Catalunya, Centre de Serveis Científics i Acadèmics de Catalunya)
Repositorio:Recercat. Dipósit de la Recerca de Catalunya
OAI Identifier:oai:recercat.cat:2445/54982
Acesso em linha:https://hdl.handle.net/2445/54982
Access Level:acceso abierto
Palavra-chave:Productes naturals
Antibiòtics
Síntesi de pèptids
Compostos heterocíclics
Enantiòmers
Natural products
Antibiotics
Peptide synthesis
Heterocyclic compounds
Enantiomers
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repository_id_str
spelling Highly efficient, multigram and enantiopure synthesis of (S)-2-(2,4′-bithiazol-2-yl)pyrrolidineJust Baringo, XavierBruno, PaoloAlbericio Palomera, FernandoÁlvarez Domingo, MercedesProductes naturalsAntibiòticsSíntesi de pèptidsCompostos heterocíclicsEnantiòmersNatural productsAntibioticsPeptide synthesisHeterocyclic compoundsEnantiomers(S)-2-(4-Bromo-2,4"-bithiazole)-1-(tert-butoxycarbonyl)pyrrolidine ((S)-1) was obtained as a single enantiomer and in high yield by means of a two-step modified Hantzsch thiazole synthesis reaction when bromoketone 3 and thioamide (S)-4 were used. Further conversion of (S)-1 into trimethyltin derivative (S)-2 broadens the scope for further cross-coupling reactions.Elsevier Ltd2014201420112014info:eu-repo/semantics/articleinfo:eu-repo/semantics/acceptedVersion3 p.application/pdfhttps://hdl.handle.net/2445/54982Articles 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: http://dx.doi.org/10.1016/j.tetlet.2011.07.128Tetrahedron Letters, 2011, vol. 52, num. 42, p. 5435-5437http://dx.doi.org/10.1016/j.tetlet.2011.07.128(c) Elsevier Ltd, 2011info:eu-repo/semantics/openAccessoai:recercat.cat:2445/549822026-05-29T05:05:01Z
dc.title.none.fl_str_mv Highly efficient, multigram and enantiopure synthesis of (S)-2-(2,4′-bithiazol-2-yl)pyrrolidine
title Highly efficient, multigram and enantiopure synthesis of (S)-2-(2,4′-bithiazol-2-yl)pyrrolidine
spellingShingle Highly efficient, multigram and enantiopure synthesis of (S)-2-(2,4′-bithiazol-2-yl)pyrrolidine
Just Baringo, Xavier
Productes naturals
Antibiòtics
Síntesi de pèptids
Compostos heterocíclics
Enantiòmers
Natural products
Antibiotics
Peptide synthesis
Heterocyclic compounds
Enantiomers
title_short Highly efficient, multigram and enantiopure synthesis of (S)-2-(2,4′-bithiazol-2-yl)pyrrolidine
title_full Highly efficient, multigram and enantiopure synthesis of (S)-2-(2,4′-bithiazol-2-yl)pyrrolidine
title_fullStr Highly efficient, multigram and enantiopure synthesis of (S)-2-(2,4′-bithiazol-2-yl)pyrrolidine
title_full_unstemmed Highly efficient, multigram and enantiopure synthesis of (S)-2-(2,4′-bithiazol-2-yl)pyrrolidine
title_sort Highly efficient, multigram and enantiopure synthesis of (S)-2-(2,4′-bithiazol-2-yl)pyrrolidine
dc.creator.none.fl_str_mv Just Baringo, Xavier
Bruno, Paolo
Albericio Palomera, Fernando
Álvarez Domingo, Mercedes
author Just Baringo, Xavier
author_facet Just Baringo, Xavier
Bruno, Paolo
Albericio Palomera, Fernando
Álvarez Domingo, Mercedes
author_role author
author2 Bruno, Paolo
Albericio Palomera, Fernando
Álvarez Domingo, Mercedes
author2_role author
author
author
dc.subject.none.fl_str_mv Productes naturals
Antibiòtics
Síntesi de pèptids
Compostos heterocíclics
Enantiòmers
Natural products
Antibiotics
Peptide synthesis
Heterocyclic compounds
Enantiomers
topic Productes naturals
Antibiòtics
Síntesi de pèptids
Compostos heterocíclics
Enantiòmers
Natural products
Antibiotics
Peptide synthesis
Heterocyclic compounds
Enantiomers
description (S)-2-(4-Bromo-2,4"-bithiazole)-1-(tert-butoxycarbonyl)pyrrolidine ((S)-1) was obtained as a single enantiomer and in high yield by means of a two-step modified Hantzsch thiazole synthesis reaction when bromoketone 3 and thioamide (S)-4 were used. Further conversion of (S)-1 into trimethyltin derivative (S)-2 broadens the scope for further cross-coupling reactions.
publishDate 2011
dc.date.none.fl_str_mv 2011
2014
2014
2014
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/2445/54982
url https://hdl.handle.net/2445/54982
dc.language.none.fl_str_mv Inglés
language_invalid_str_mv Inglés
dc.relation.none.fl_str_mv Versió postprint del document publicat a: http://dx.doi.org/10.1016/j.tetlet.2011.07.128
Tetrahedron Letters, 2011, vol. 52, num. 42, p. 5435-5437
http://dx.doi.org/10.1016/j.tetlet.2011.07.128
dc.rights.none.fl_str_mv (c) Elsevier Ltd, 2011
info:eu-repo/semantics/openAccess
rights_invalid_str_mv (c) Elsevier Ltd, 2011
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv 3 p.
application/pdf
dc.publisher.none.fl_str_mv Elsevier Ltd
publisher.none.fl_str_mv Elsevier Ltd
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
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score 15.81155

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