Cyclization of 1,2:3,4-di-O-isopropylidene-α-D-galacto-1,6-hexodialdo-1,5-pyranose acylhydrazone and semicarbazone

Autores
Martins Alho, Miriam Amelia; Baggio, Ricardo Fortunato; D'accorso, Norma Beatriz
Año de publicación
2013
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
Cyclization of 1,2:3,4-di-O-isopropylidene-α-D-galacto-1,6-hexodialdo-1,5-pyranose benzoylhydrazone using acetylating mixtures led us to the corresponding (2R)- and (2S)-5- phenyl-1,3,4-oxadiazoline derivatives. The same conditions applied to the semicarbazone produced the 5-methyl-1,3,4-oxadiazoline derivative as the main compound, which is formed with acetylating mixtures even at room temperature. X-Ray analysis and NMR techniques were used to determine the stereochemistry of the new asymmetric centers.
Fil: Martins Alho, Miriam Amelia. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Centro de Investigaciones en Hidratos de Carbono; Argentina. Universidad de Buenos Aires. Facultad de Ingeniería. Departamento de Química; Argentina
Fil: Baggio, Ricardo Fortunato. Comisión Nacional de Energía Atómica. Gerencia de Investigación y Aplicaciones; Argentina
Fil: D'accorso, Norma Beatriz. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Centro de Investigaciones en Hidratos de Carbono; Argentina
Materia
Oxadiazolines
Sugar Heterocycles
Semicarbazones
Acetylation
Nivel de accesibilidad
acceso abierto
Condiciones de uso
https://creativecommons.org/licenses/by-nc/2.5/ar/
Repositorio
CONICET Digital (CONICET)
Institución
Consejo Nacional de Investigaciones Científicas y Técnicas
OAI Identificador
oai:ri.conicet.gov.ar:11336/2130
Acceder
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network_acronym_str CONICETDig
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network_name_str CONICET Digital (CONICET)
spelling Cyclization of 1,2:3,4-di-O-isopropylidene-α-D-galacto-1,6-hexodialdo-1,5-pyranose acylhydrazone and semicarbazoneMartins Alho, Miriam AmeliaBaggio, Ricardo FortunatoD'accorso, Norma BeatrizOxadiazolinesSugar HeterocyclesSemicarbazonesAcetylationhttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1Cyclization of 1,2:3,4-di-O-isopropylidene-α-D-galacto-1,6-hexodialdo-1,5-pyranose benzoylhydrazone using acetylating mixtures led us to the corresponding (2R)- and (2S)-5- phenyl-1,3,4-oxadiazoline derivatives. The same conditions applied to the semicarbazone produced the 5-methyl-1,3,4-oxadiazoline derivative as the main compound, which is formed with acetylating mixtures even at room temperature. X-Ray analysis and NMR techniques were used to determine the stereochemistry of the new asymmetric centers.Fil: Martins Alho, Miriam Amelia. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Centro de Investigaciones en Hidratos de Carbono; Argentina. Universidad de Buenos Aires. Facultad de Ingeniería. Departamento de Química; ArgentinaFil: Baggio, Ricardo Fortunato. Comisión Nacional de Energía Atómica. Gerencia de Investigación y Aplicaciones; ArgentinaFil: D'accorso, Norma Beatriz. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Centro de Investigaciones en Hidratos de Carbono; ArgentinaArkat USA2013-04-13info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/2130Martins Alho, Miriam Amelia; Baggio, Ricardo Fortunato; D'accorso, Norma Beatriz; Cyclization of 1,2:3,4-di-O-isopropylidene-α-D-galacto-1,6-hexodialdo-1,5-pyranose acylhydrazone and semicarbazone; Arkat USA; Arkivoc - Archive for Organic Chemistry; III; 13-4-2013; 129-1381551-70041551-7012enginfo:eu-repo/semantics/altIdentifier/url/http://www.arkat-usa.org/arkivoc-journal/browse-arkivoc/2013/3/info:eu-repo/semantics/altIdentifier/doi/10.3998/ark.5550190.0014.311info:eu-repo/semantics/altIdentifier/url/http://quod.lib.umich.edu/a/ark/5550190.0014.311/2/--cyclization-of-1234-di-o-isopropylidene-%CE%B1-d-galacto-16?page=root;size=150;view=textinfo:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-10-22T11:06:21Zoai:ri.conicet.gov.ar:11336/2130instacron:CONICETInstitucionalhttp://ri.conicet.gov.ar/Organismo científico-tecnológicoNo correspondehttp://ri.conicet.gov.ar/oai/requestdasensio@conicet.gov.ar; lcarlino@conicet.gov.arArgentinaNo correspondeNo correspondeNo correspondeopendoar:34982025-10-22 11:06:21.456CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Cyclization of 1,2:3,4-di-O-isopropylidene-α-D-galacto-1,6-hexodialdo-1,5-pyranose acylhydrazone and semicarbazone
title Cyclization of 1,2:3,4-di-O-isopropylidene-α-D-galacto-1,6-hexodialdo-1,5-pyranose acylhydrazone and semicarbazone
spellingShingle Cyclization of 1,2:3,4-di-O-isopropylidene-α-D-galacto-1,6-hexodialdo-1,5-pyranose acylhydrazone and semicarbazone
Martins Alho, Miriam Amelia
Oxadiazolines
Sugar Heterocycles
Semicarbazones
Acetylation
title_short Cyclization of 1,2:3,4-di-O-isopropylidene-α-D-galacto-1,6-hexodialdo-1,5-pyranose acylhydrazone and semicarbazone
title_full Cyclization of 1,2:3,4-di-O-isopropylidene-α-D-galacto-1,6-hexodialdo-1,5-pyranose acylhydrazone and semicarbazone
title_fullStr Cyclization of 1,2:3,4-di-O-isopropylidene-α-D-galacto-1,6-hexodialdo-1,5-pyranose acylhydrazone and semicarbazone
title_full_unstemmed Cyclization of 1,2:3,4-di-O-isopropylidene-α-D-galacto-1,6-hexodialdo-1,5-pyranose acylhydrazone and semicarbazone
title_sort Cyclization of 1,2:3,4-di-O-isopropylidene-α-D-galacto-1,6-hexodialdo-1,5-pyranose acylhydrazone and semicarbazone
dc.creator.none.fl_str_mv Martins Alho, Miriam Amelia
Baggio, Ricardo Fortunato
D'accorso, Norma Beatriz
author Martins Alho, Miriam Amelia
author_facet Martins Alho, Miriam Amelia
Baggio, Ricardo Fortunato
D'accorso, Norma Beatriz
author_role author
author2 Baggio, Ricardo Fortunato
D'accorso, Norma Beatriz
author2_role author
author
dc.subject.none.fl_str_mv Oxadiazolines
Sugar Heterocycles
Semicarbazones
Acetylation
topic Oxadiazolines
Sugar Heterocycles
Semicarbazones
Acetylation
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv Cyclization of 1,2:3,4-di-O-isopropylidene-α-D-galacto-1,6-hexodialdo-1,5-pyranose benzoylhydrazone using acetylating mixtures led us to the corresponding (2R)- and (2S)-5- phenyl-1,3,4-oxadiazoline derivatives. The same conditions applied to the semicarbazone produced the 5-methyl-1,3,4-oxadiazoline derivative as the main compound, which is formed with acetylating mixtures even at room temperature. X-Ray analysis and NMR techniques were used to determine the stereochemistry of the new asymmetric centers.
Fil: Martins Alho, Miriam Amelia. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Centro de Investigaciones en Hidratos de Carbono; Argentina. Universidad de Buenos Aires. Facultad de Ingeniería. Departamento de Química; Argentina
Fil: Baggio, Ricardo Fortunato. Comisión Nacional de Energía Atómica. Gerencia de Investigación y Aplicaciones; Argentina
Fil: D'accorso, Norma Beatriz. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Ciudad Universitaria. Centro de Investigaciones en Hidratos de Carbono; Argentina
description Cyclization of 1,2:3,4-di-O-isopropylidene-α-D-galacto-1,6-hexodialdo-1,5-pyranose benzoylhydrazone using acetylating mixtures led us to the corresponding (2R)- and (2S)-5- phenyl-1,3,4-oxadiazoline derivatives. The same conditions applied to the semicarbazone produced the 5-methyl-1,3,4-oxadiazoline derivative as the main compound, which is formed with acetylating mixtures even at room temperature. X-Ray analysis and NMR techniques were used to determine the stereochemistry of the new asymmetric centers.
publishDate 2013
dc.date.none.fl_str_mv 2013-04-13
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/publishedVersion
http://purl.org/coar/resource_type/c_6501
info:ar-repo/semantics/articulo
format article
status_str publishedVersion
dc.identifier.none.fl_str_mv http://hdl.handle.net/11336/2130
Martins Alho, Miriam Amelia; Baggio, Ricardo Fortunato; D'accorso, Norma Beatriz; Cyclization of 1,2:3,4-di-O-isopropylidene-α-D-galacto-1,6-hexodialdo-1,5-pyranose acylhydrazone and semicarbazone; Arkat USA; Arkivoc - Archive for Organic Chemistry; III; 13-4-2013; 129-138
1551-7004
1551-7012
url http://hdl.handle.net/11336/2130
identifier_str_mv Martins Alho, Miriam Amelia; Baggio, Ricardo Fortunato; D'accorso, Norma Beatriz; Cyclization of 1,2:3,4-di-O-isopropylidene-α-D-galacto-1,6-hexodialdo-1,5-pyranose acylhydrazone and semicarbazone; Arkat USA; Arkivoc - Archive for Organic Chemistry; III; 13-4-2013; 129-138
1551-7004
1551-7012
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/url/http://www.arkat-usa.org/arkivoc-journal/browse-arkivoc/2013/3/
info:eu-repo/semantics/altIdentifier/doi/10.3998/ark.5550190.0014.311
info:eu-repo/semantics/altIdentifier/url/http://quod.lib.umich.edu/a/ark/5550190.0014.311/2/--cyclization-of-1234-di-o-isopropylidene-%CE%B1-d-galacto-16?page=root;size=150;view=text
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
https://creativecommons.org/licenses/by-nc/2.5/ar/
eu_rights_str_mv openAccess
rights_invalid_str_mv https://creativecommons.org/licenses/by-nc/2.5/ar/
dc.format.none.fl_str_mv application/pdf
application/pdf
dc.publisher.none.fl_str_mv Arkat USA
publisher.none.fl_str_mv Arkat USA
dc.source.none.fl_str_mv reponame:CONICET Digital (CONICET)
instname:Consejo Nacional de Investigaciones Científicas y Técnicas
reponame_str CONICET Digital (CONICET)
collection CONICET Digital (CONICET)
instname_str Consejo Nacional de Investigaciones Científicas y Técnicas
repository.name.fl_str_mv CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicas
repository.mail.fl_str_mv dasensio@conicet.gov.ar; lcarlino@conicet.gov.ar
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score 12.982451

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