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Abstract:

The Zemplén degradation of 2, 3, 5, 6, 2’, 3’, 4’, 6’-octa-0-benzoylcellobi-ononitrile (1), -lactobiononitrile (2), and -maltobiononitrile (3) was carried out giving a mixture of the four 3-0-(D-hexopyranosyl)-D-arabinoses. Their reduction gave the 3-O-(D-hexopyranosyl)-D-arabinitols, and their benzoylation gave the 1, 2, 4, 5, 2’, 3’, 4’, 6’-octa-O-benzoyl-(D-hexopyranosyl)-D-arabinitols. Their 1 H and 13 C NMR spectra are described, and their conformations are determined to be planar zig-zag for the acyclic moieties. © 1989, Taylor & Francis Group, LLC. All rights reserved.

Registro:

Documento: Artículo
Título:Degradation of Some Octa-O-Benzoylaldobiononitriles: Studies of The Products by NMR Spectroscopy
Autor:D'Accorso, N.B.; Thiel, I.M.E.
Filiación:Departamento de Quimica Orgánica, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Ciudad Universitaria, Buenos Aires 1428, Argentina
Palabras clave:arabinitol derivative; unclassified drug; article; drug structure; drug synthesis; nonhuman; nuclear magnetic resonance
Año:1989
Volumen:8
Número:5
Página de inicio:743
Página de fin:751
DOI: http://dx.doi.org/10.1080/07328308908048036
Título revista:Journal of Carbohydrate Chemistry
Título revista abreviado:J. Carbohydr. Chem.
ISSN:07328303
Registro:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_07328303_v8_n5_p743_DAccorso

Referencias:

  • Zemplén, G., (1926) Ber, 59, p. 1254
  • Gelpi, M.E., Cadenas, R.A., (1981) Carbohydr. Res, 88, p. 277
  • Gelpi, M.E., Zuazo, B.N., Deferrari, J.O., (1974) An. Asoc. Quim. Argent, 62, p. 35
  • Zuazo, B.N., Thiel, I.M.E., (1988) Carbohydr. Res, 172, p. 156
  • MacDonald, N.S., Evans, W.L., (1942) J. Am. Chem. Soc, 64, p. 2731
  • Gelpi, M.E., Deferrari, J.0., Cadenas, R.A., (1965) J. Org. Chem, 30, p. 4064
  • Deferrari, J.O., Zuazo, B.N., Gelpi, M.E., (1973) Carbohydr. Res, 30, p. 313
  • D’Accorso, N.B., Thiel, I.M.E., An. Asoc. Quim. Argent, , submitted
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  • Vazquez, I.M., D’Accorso, N.B., Thiel, I.M.E., Schuller, A.M., (1984) An. Asoc. Quim. Argent, 72, p. 583
  • D’Accorso, N.B., Thiel, I.M.E., (1986) Rev. Latinoamer. Quim, 17, p. 36. , N.B. D’Accorso and I.M.E. Thiel, Carbohydr. Res., 167, 301 (1987)
  • D’Accorso, N.B., Thiel, I.M.E., Schüller, M., (1984) Carbohydr. Res, 124, p. 177
  • D’Accorso, N.B., Vazquez, I.M., Thiel, I.M.E., (1986) Carbohydr. Res, 156, p. 207
  • D’Accorso, N.B., Thiel, I.M.E., (1987) Carbohydr. Res, 167, p. 19
  • Cadenas, R.A., Deferrari, J.O., (1961) Analyst, 86, p. 132
  • Partridge, S.M., (1949) Nature (London), 164, p. 443
  • D’Accorso, N.B., Zuazo, B.N., Thiel, I.M.E., (1988) Carbohydr. Res, 172, p. 147

Citas:

---------- APA ----------
D'Accorso, N.B. & Thiel, I.M.E. (1989) . Degradation of Some Octa-O-Benzoylaldobiononitriles: Studies of The Products by NMR Spectroscopy. Journal of Carbohydrate Chemistry, 8(5), 743-751.
http://dx.doi.org/10.1080/07328308908048036
---------- CHICAGO ----------
D'Accorso, N.B., Thiel, I.M.E. "Degradation of Some Octa-O-Benzoylaldobiononitriles: Studies of The Products by NMR Spectroscopy" . Journal of Carbohydrate Chemistry 8, no. 5 (1989) : 743-751.
http://dx.doi.org/10.1080/07328308908048036
---------- MLA ----------
D'Accorso, N.B., Thiel, I.M.E. "Degradation of Some Octa-O-Benzoylaldobiononitriles: Studies of The Products by NMR Spectroscopy" . Journal of Carbohydrate Chemistry, vol. 8, no. 5, 1989, pp. 743-751.
http://dx.doi.org/10.1080/07328308908048036
---------- VANCOUVER ----------
D'Accorso, N.B., Thiel, I.M.E. Degradation of Some Octa-O-Benzoylaldobiononitriles: Studies of The Products by NMR Spectroscopy. J. Carbohydr. Chem. 1989;8(5):743-751.
http://dx.doi.org/10.1080/07328308908048036