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Abstract:

We report the synthesis of 2,3-dihydro-1,3,4-thiadiazoles and 1,3,4-thiadiazoles from 1,2:3,4-di-O-isopropylidene-α-D-galacto-1,6-hexodialdo-1,5-pyranose thiosemicarbazone. The physical and spectroscopic characterizations of the heterocyclic derivatives as well as the intermediate product are described. We present the prefered conformation in solution using computational calculations and spectroscopic data. The possibilities of chiral induction of the cyclization reaction are discussed.

Registro:

Documento: Artículo
Título:Synthesis and Characterization of some Heterocyclic Derivatives by Cyclization of Carbohydrate Thiosemicarbazones. Part I
Autor:Martins Alho, M.A.; D'Accorso, N.B.
Filiación:Ctro. de Invest. de Hidratos de C., Depto. de Quim. Orgánica, Pabellón II, 3 Piso, C. P. 1428, Buenos Aires, Argentina
Año:1997
Volumen:34
Número:5
Página de inicio:1415
Página de fin:1419
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_v34_n5_p1415_MartinsAlho

Referencias:

  • Nelson, J.A., Rose, L.M., Bennett, L.L., (1976) J. Cancer Res., 36, p. 1375
  • (1977) Cancer Res., 37, p. 182
  • Miller, W.H., Dessert, A.M., Roblin, R.O., (1950) J. Am. Chem. Soc., 72, p. 4893
  • Gores, E., Hilgetag, Q., Jung, F., (1961) Acta Physiol. Acad. Sci. Hung., 19, p. 95
  • Somogyi, L., (1979) Carbohydr. Res., 75, p. 325
  • El Ashry, E.S., Nassr, M.A., El Kilany, Y., Mousaad, A., (1987) Bull. Chem. Soc. Japan, 60 (9), p. 3405
  • Martins Alho, M.A., D'Accorso, N.B., Thiel, I.M.E., (1996) J. Heterocyclic Chem., 33, p. 1339
  • Lough, C., Hindsgaul, O., Lemieux, R., (1983) Carbohydr. Res., 120, p. 43
  • Bock, K., Pedersen, C., (1983) Adv. Carbohydr. Chem. and Biochem., 41, p. 27
  • El Ashry, E.S., (1983) Carbohydr. Res., 113, p. 273
  • Karabatsos, G.J., Taller, R.A., (1968) Tetrahedron, 24, p. 3347
  • Tronchet, J.M.J., Barbalat-Rey, P., Le-Hong, N., (1971) Helv. Chim. Acta, 54, p. 2615
  • Tronchet, J.M.J., Baehler, B., Jotterand, A., Perret, F., (1971) Helv. Chim. Acta, 54, p. 1660
  • PCMODEL for Windows 5.1 (1994) Serena Software, , MM+ Force Field
  • (1995) Hyperchem, , PM3 Force Field
  • Tronchet, J.M.J., Neeser, J.R., Charollais, E.J., González, L., (1983) J. Carbohydr. Chem., 2, p. 19

Citas:

---------- APA ----------
Martins Alho, M.A. & D'Accorso, N.B. (1997) . Synthesis and Characterization of some Heterocyclic Derivatives by Cyclization of Carbohydrate Thiosemicarbazones. Part I. Journal of Heterocyclic Chemistry, 34(5), 1415-1419.
Recuperado de https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_0022152X_v34_n5_p1415_MartinsAlho [ ]
---------- CHICAGO ----------
Martins Alho, M.A., D'Accorso, N.B. "Synthesis and Characterization of some Heterocyclic Derivatives by Cyclization of Carbohydrate Thiosemicarbazones. Part I" . Journal of Heterocyclic Chemistry 34, no. 5 (1997) : 1415-1419.
Recuperado de https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_0022152X_v34_n5_p1415_MartinsAlho [ ]
---------- MLA ----------
Martins Alho, M.A., D'Accorso, N.B. "Synthesis and Characterization of some Heterocyclic Derivatives by Cyclization of Carbohydrate Thiosemicarbazones. Part I" . Journal of Heterocyclic Chemistry, vol. 34, no. 5, 1997, pp. 1415-1419.
Recuperado de https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_0022152X_v34_n5_p1415_MartinsAlho [ ]
---------- VANCOUVER ----------
Martins Alho, M.A., D'Accorso, N.B. Synthesis and Characterization of some Heterocyclic Derivatives by Cyclization of Carbohydrate Thiosemicarbazones. Part I. J. Heterocycl. Chem. 1997;34(5):1415-1419.
Available from: https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_0022152X_v34_n5_p1415_MartinsAlho [ ]