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Faraco, A.A.G.; Prado, M.A.F.; D'Accorso, N.B.; Alves, R.J.; De Souza Filho, J.D.; Prado, R.F. "Synthesis and characterization of some nitrogen heterocycles from D- galactose derivatives" (1999) Journal of Heterocyclic Chemistry. 36(5):1129-1133
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Abstract:

The tetrazoles 5-(6'-acetamido-6'-deoxy-1',2':3',4'-di-O-isopropylidene- D-glycero-α-D-galactohexopyranos-6'-yl)tetrazole (1) and 5-(6'-acetamido-6'- deoxy-1',2':3',4'-di-O-isopropylidene-L-glycero-α-D-galactohexopyranos-6'- yl)-tetrazole (2) were synthesized by the 1,3-dipolar cycloaddition reaction of the epimeric α-acetamidonitriles 5 and 6, respectively, with sodium azide. Reaction of tetrazole 1 with acetic anhydride in the presence of pyridine afforded the N-acetyl-1,3,4-oxadiazole derivative 3 and the N- acetylacetamido-1,3,4-oxadiazole derivative 7. The N-acetylacetamido-1,3,4- oxadiazole derivative (8) was isolated when the tetrazole 2 was allowed to react under the same conditions. The physical and spectroscopic data of the five new compounds 1, 2, 3, 7 and 8 are presented.

Registro:

Documento: Artículo
Título:Synthesis and characterization of some nitrogen heterocycles from D- galactose derivatives
Autor:Faraco, A.A.G.; Prado, M.A.F.; D'Accorso, N.B.; Alves, R.J.; De Souza Filho, J.D.; Prado, R.F.
Filiación:Departamento de Química, Instituto de Ciências Exatas, Universidade Federal de Minas Gerais, Avenida Antônio Carlos, 6627, 31270-901, Belo Horizonte, Brazil
Depto. de Produtos Farmaceuticos, Faculdade de Farmácia, Universidade Federal de Minas Gerais, Avenida Olegário Maciel, 2360, 30180-112, Belo Horizonte, Brazil
Ctro. de Invest. de Hidratos de C., Depto. de Quim. Orgánica, Pabellón II, 1428, Buenos Aires, Argentina
Palabras clave:galactose; heterocyclic compound; article; chemical analysis; chemical reaction; drug structure; drug synthesis; nuclear magnetic resonance spectroscopy; structure analysis
Año:1999
Volumen:36
Número:5
Página de inicio:1129
Página de fin:1133
DOI: http://dx.doi.org/10.1002/jhet.5570360503
Título revista:Journal of Heterocyclic Chemistry
Título revista abreviado:J. Heterocycl. Chem.
ISSN:0022152X
CODEN:JHTCA
CAS:galactose, 26566-61-0, 50855-33-9, 59-23-4
Registro:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_0022152X_v36_n5_p1129_Faraco

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Citas:

---------- APA ----------
Faraco, A.A.G., Prado, M.A.F., D'Accorso, N.B., Alves, R.J., De Souza Filho, J.D. & Prado, R.F. (1999) . Synthesis and characterization of some nitrogen heterocycles from D- galactose derivatives. Journal of Heterocyclic Chemistry, 36(5), 1129-1133.
http://dx.doi.org/10.1002/jhet.5570360503
---------- CHICAGO ----------
Faraco, A.A.G., Prado, M.A.F., D'Accorso, N.B., Alves, R.J., De Souza Filho, J.D., Prado, R.F. "Synthesis and characterization of some nitrogen heterocycles from D- galactose derivatives" . Journal of Heterocyclic Chemistry 36, no. 5 (1999) : 1129-1133.
http://dx.doi.org/10.1002/jhet.5570360503
---------- MLA ----------
Faraco, A.A.G., Prado, M.A.F., D'Accorso, N.B., Alves, R.J., De Souza Filho, J.D., Prado, R.F. "Synthesis and characterization of some nitrogen heterocycles from D- galactose derivatives" . Journal of Heterocyclic Chemistry, vol. 36, no. 5, 1999, pp. 1129-1133.
http://dx.doi.org/10.1002/jhet.5570360503
---------- VANCOUVER ----------
Faraco, A.A.G., Prado, M.A.F., D'Accorso, N.B., Alves, R.J., De Souza Filho, J.D., Prado, R.F. Synthesis and characterization of some nitrogen heterocycles from D- galactose derivatives. J. Heterocycl. Chem. 1999;36(5):1129-1133.
http://dx.doi.org/10.1002/jhet.5570360503