Synthesis and total 1H- and 13C-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

Otro

Registro en:

Molecules. Basel: Molecular Diversity Preservation Int, v. 13, n. 4, p. 841-854, 2008.

1420-3049

http://hdl.handle.net/11449/130528

http://acervodigital.unesp.br/handle/11449/130528

10.3390/molecules13040841

WOS:000255515900015

2-s2.0-43049167095.pdf

2-s2.0-43049167095

http://dx.doi.org/10.3390/molecules13040841

http://repositorioslatinoamericanos.uchile.cl/handle/2250/941071

Autor

Blau, Lorena

Menegon, Renato Farina

Ferreira, Elizabeth Igne

Ferreira, Antonio Gilberto

Boffo, Elisangela Fabiana

Tavares, Leila Aley

Heleno, Vladimir Constantino Gomes

Chung, Man-Chin

Institución

Universidade Paulista Júlio de Mesquita Filho (Brasil)

Resumen

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 1H- and 13C-NMR assignments. © 2008 by MDPI.