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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
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
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
Volumen:39
Número:1
Página de inicio:137
Página de fin:140
Título revista:Journal of Heterocyclic Chemistry
Título revista abreviado:J. Heterocycl. Chem.
ISSN:0022152X
CODEN:JHTCA
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 [ ]