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

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- oxadiazoli...

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Autores principales: Martins Alho, Miriam Amelia, D'Accorso, Norma Beatriz
Publicado: 2013
Materias:
Acetylation
Oxadiazolines
Semicarbazones
Sugar heterocycles
Acceso en línea:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_1551-701_v2013_n3_p129_Alho
http://hdl.handle.net/20.500.12110/paper_1551-701_v2013_n3_p129_Alho
Aporte de:
Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) de Universidad de Buenos Aires
id paper:paper_1551-701_v2013_n3_p129_Alho
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spelling paper:paper_1551-701_v2013_n3_p129_Alho2023-06-08T16:23:03Z 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 D'Accorso, Norma Beatriz Acetylation Oxadiazolines Semicarbazones Sugar heterocycles 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. © ARKAT-USA, Inc. Fil:Alho, M.A.M. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. Fil:D'Accorso, N.B. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. 2013 https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_1551-701_v2013_n3_p129_Alho http://hdl.handle.net/20.500.12110/paper_1551-701_v2013_n3_p129_Alho
institution Universidad de Buenos Aires
institution_str I-28
repository_str R-134
collection Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA)
topic Acetylation
Oxadiazolines
Semicarbazones
Sugar heterocycles
spellingShingle Acetylation
Oxadiazolines
Semicarbazones
Sugar heterocycles
Martins Alho, Miriam Amelia
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
topic_facet Acetylation
Oxadiazolines
Semicarbazones
Sugar heterocycles
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. © ARKAT-USA, Inc.
author Martins Alho, Miriam Amelia
D'Accorso, Norma Beatriz
author_facet Martins Alho, Miriam Amelia
D'Accorso, Norma Beatriz
author_sort Martins Alho, Miriam Amelia
title Cyclization of 1,2:3,4-di-O-isopropylidene-α-D-galacto-1,6- hexodialdo-1,5-pyranose acylhydrazone and semicarbazone
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
publishDate 2013
url https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_1551-701_v2013_n3_p129_Alho
http://hdl.handle.net/20.500.12110/paper_1551-701_v2013_n3_p129_Alho
work_keys_str_mv AT martinsalhomiriamamelia cyclizationof1234dioisopropylideneadgalacto16hexodialdo15pyranoseacylhydrazoneandsemicarbazone
AT daccorsonormabeatriz cyclizationof1234dioisopropylideneadgalacto16hexodialdo15pyranoseacylhydrazoneandsemicarbazone
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