Synthesis and Total (1)H- and (13)C-NMR Assignment of Cephem Derivatives for Use in ADEPT Approaches

We report the synthesis and total NMR characterization of 5-thia-1-azabicyclo-[4.2.0]oct-2-ene-2-carboxylic acid-3-[[[(4’’-nitrophenoxy)carbonyl]oxy]-methyl]-8-oxo-7-[(2-thienyloxoacetyl)amino]-diphenylmethyl ester-5-dioxide (5), a new cephalosporin derivative. This compound can be used as the carri...

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Autores principales: Blau, Lorena, Menegon, Renato Farina, Ferreira, Elizabeth Igne, Ferreira, Antonio Gilberto, Boffo, Elisangela Fabiana, Tavares, Leila Aley, Heleno, Vladimir Constantino Gomes, Chung, Man-Chin
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2008
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6245275/
https://www.ncbi.nlm.nih.gov/pubmed/18463586
http://dx.doi.org/10.3390/molecules13040841
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author Blau, Lorena
Menegon, Renato Farina
Ferreira, Elizabeth Igne
Ferreira, Antonio Gilberto
Boffo, Elisangela Fabiana
Tavares, Leila Aley
Heleno, Vladimir Constantino Gomes
Chung, Man-Chin
author_facet Blau, Lorena
Menegon, Renato Farina
Ferreira, Elizabeth Igne
Ferreira, Antonio Gilberto
Boffo, Elisangela Fabiana
Tavares, Leila Aley
Heleno, Vladimir Constantino Gomes
Chung, Man-Chin
author_sort Blau, Lorena
collection PubMed
description We report the synthesis and total NMR characterization of 5-thia-1-azabicyclo-[4.2.0]oct-2-ene-2-carboxylic acid-3-[[[(4’’-nitrophenoxy)carbonyl]oxy]-methyl]-8-oxo-7-[(2-thienyloxoacetyl)amino]-diphenylmethyl ester-5-dioxide (5), a new cephalosporin derivative. This compound can be used as the carrier of a wide range of drugs containing an amino group. The preparation of the intermediate product, 5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid-3-[methyl 4-(6-methoxyquinolin-8-ylamino)pentylcarbamate]-8-oxo-7-[(2-thienyloxoacetyl)amino]-diphenylmethyl ester-5-dioxide (6), as well as the synthesis of the antimalarial primaquine prodrug 5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid-3-[methyl 4-(6-methoxyquinolin-8-ylamino)pentylcarbamate]-8-oxo-7-[(2-thienyloxoacetyl)amino]- 5-dioxide (7) are also described, together with their total (1)H- and (13)C-NMR assignments.
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spelling pubmed-62452752018-11-26 Synthesis and Total (1)H- and (13)C-NMR Assignment of Cephem Derivatives for Use in ADEPT Approaches Blau, Lorena Menegon, Renato Farina Ferreira, Elizabeth Igne Ferreira, Antonio Gilberto Boffo, Elisangela Fabiana Tavares, Leila Aley Heleno, Vladimir Constantino Gomes Chung, Man-Chin Molecules Article We report the synthesis and total NMR characterization of 5-thia-1-azabicyclo-[4.2.0]oct-2-ene-2-carboxylic acid-3-[[[(4’’-nitrophenoxy)carbonyl]oxy]-methyl]-8-oxo-7-[(2-thienyloxoacetyl)amino]-diphenylmethyl ester-5-dioxide (5), a new cephalosporin derivative. This compound can be used as the carrier of a wide range of drugs containing an amino group. The preparation of the intermediate product, 5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid-3-[methyl 4-(6-methoxyquinolin-8-ylamino)pentylcarbamate]-8-oxo-7-[(2-thienyloxoacetyl)amino]-diphenylmethyl ester-5-dioxide (6), as well as the synthesis of the antimalarial primaquine prodrug 5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid-3-[methyl 4-(6-methoxyquinolin-8-ylamino)pentylcarbamate]-8-oxo-7-[(2-thienyloxoacetyl)amino]- 5-dioxide (7) are also described, together with their total (1)H- and (13)C-NMR assignments. MDPI 2008-04-10 /pmc/articles/PMC6245275/ /pubmed/18463586 http://dx.doi.org/10.3390/molecules13040841 Text en © 2008 by MDPI (http://www.mdpi.org). Reproduction is permitted for noncommercial purposes.
spellingShingle Article
Blau, Lorena
Menegon, Renato Farina
Ferreira, Elizabeth Igne
Ferreira, Antonio Gilberto
Boffo, Elisangela Fabiana
Tavares, Leila Aley
Heleno, Vladimir Constantino Gomes
Chung, Man-Chin
Synthesis and Total (1)H- and (13)C-NMR Assignment of Cephem Derivatives for Use in ADEPT Approaches
title Synthesis and Total (1)H- and (13)C-NMR Assignment of Cephem Derivatives for Use in ADEPT Approaches
title_full Synthesis and Total (1)H- and (13)C-NMR Assignment of Cephem Derivatives for Use in ADEPT Approaches
title_fullStr Synthesis and Total (1)H- and (13)C-NMR Assignment of Cephem Derivatives for Use in ADEPT Approaches
title_full_unstemmed Synthesis and Total (1)H- and (13)C-NMR Assignment of Cephem Derivatives for Use in ADEPT Approaches
title_short Synthesis and Total (1)H- and (13)C-NMR Assignment of Cephem Derivatives for Use in ADEPT Approaches
title_sort synthesis and total (1)h- and (13)c-nmr assignment of cephem derivatives for use in adept approaches
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6245275/
https://www.ncbi.nlm.nih.gov/pubmed/18463586
http://dx.doi.org/10.3390/molecules13040841
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