Abstract:
Synthesis of (3′R) 2-acetamido-4-N-acetyl-3′-spiro-[1′,2′:5′,6′- di-O-isopropylidene-α-D-glucofuranosyl]1,3,4-thiadiazoline diastereomerically pure is described. We report the physical and spectroscopic characterization of the new heterocyclic compound as well as its immediate precursors. We discuss also the possibilities for cyclization and established the stereochemistry of the new stereogenic center.
Registro:
Documento: |
Artículo
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Título: | Synthesis and characterization of some heterocyclic derivatives by cyclization of carbohydrate thiosemicarbazone - Part III |
Autor: | Martins Alho, M.A.; D' Accorso, N.B. |
Filiación: | Fac. de Ciencias Exactas/Naturales, Universidad de Buenos Aires, Ciudad Universitaria, C. P. 1428, Buenos Aires, Argentina
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Palabras clave: | 2 acetamido 4 n acetyl 3' spiro[1',2':5',6' di o isopropylidene alpha dextro glucofuranosyl] 1,3,4 thiadiazoline; carbohydrate; heterocyclic compound; thiosemicarbazone derivative; unclassified drug; article; carbon nuclear magnetic resonance; chemical structure; chirality; cyclization; diastereoisomer; isomerism; nuclear Overhauser effect; proton nuclear magnetic resonance; spectroscopy; stereochemistry; synthesis |
Año: | 2002
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Volumen: | 39
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Número: | 1
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Página de inicio: | 137
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Página de fin: | 140
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Título revista: | Journal of Heterocyclic Chemistry
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Título revista abreviado: | J. Heterocycl. Chem.
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ISSN: | 0022152X
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CODEN: | JHTCA
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Registro: | https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_0022152X_v39_n1_p137_MartinsAlho |
Referencias:
- Martins Alho, M.A., D'Accorso, N.B., (1997) J. Heterocyclic Chem., 34, p. 1415
- Martins Alho, M.A., D'Accorso, N.B., (2000) J. Heterocyclic Chem., 37, p. 811
- Onodera, K., Kashimura, N., (1972) Methods in Carbohydrate Chemistry, 6, p. 334. , R. L. Whistler and J. N. BeMiller, ed, Academic Press, New York and London
- Karabatsos, G.J., Taller, R.A., (1968) Tetrahedron, 24, p. 3347
- Tronchet, J.M.J., Gentile, B., (1976) Helvetica Chim. Acta., 54, p. 1380
- Rosenthal, A., Ong, K.S., Baker, D., (1970) Carbohydr. Res., 13, p. 113
- Tronchet, J.M.J., Neeser, J.R., Charollais, E.J., González, L., (1983) J. Carbohydrate Chem., 2, p. 19
- Martins Alho, M.A., D'Accorso, N.B., (2000) Carbohydr. Res., 328, p. 481
Citas:
---------- APA ----------
Martins Alho, M.A. & D' Accorso, N.B.
(2002)
. Synthesis and characterization of some heterocyclic derivatives by cyclization of carbohydrate thiosemicarbazone - Part III. Journal of Heterocyclic Chemistry, 39(1), 137-140.
Recuperado de https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_0022152X_v39_n1_p137_MartinsAlho [ ]
---------- CHICAGO ----------
Martins Alho, M.A., D' Accorso, N.B.
"Synthesis and characterization of some heterocyclic derivatives by cyclization of carbohydrate thiosemicarbazone - Part III"
. Journal of Heterocyclic Chemistry 39, no. 1
(2002) : 137-140.
Recuperado de https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_0022152X_v39_n1_p137_MartinsAlho [ ]
---------- MLA ----------
Martins Alho, M.A., D' Accorso, N.B.
"Synthesis and characterization of some heterocyclic derivatives by cyclization of carbohydrate thiosemicarbazone - Part III"
. Journal of Heterocyclic Chemistry, vol. 39, no. 1, 2002, pp. 137-140.
Recuperado de https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_0022152X_v39_n1_p137_MartinsAlho [ ]
---------- VANCOUVER ----------
Martins Alho, M.A., D' Accorso, N.B. Synthesis and characterization of some heterocyclic derivatives by cyclization of carbohydrate thiosemicarbazone - Part III. J. Heterocycl. Chem. 2002;39(1):137-140.
Available from: https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_0022152X_v39_n1_p137_MartinsAlho [ ]