Artículo

Castro, M.J.L.; Kovensky, J.; Fernández Cirelli, A. "Gemini surfactants from alkyl glucosides" (1997) Tetrahedron Letters. 38(23):3995-3998
El editor solo permite decargar el artículo en su versión post-print desde el repositorio. Por favor, si usted posee dicha versión, enviela a
Consulte el artículo en la página del editor
Consulte la política de Acceso Abierto del editor

Abstract:

1,5-Bis-[6-O-(n-butyl α-D-glucopyranosid)] glutarate 7 was synthesized starting from D-glucose by a simple procedure. The anomeric mixture of alkylglucosides was separated by flash chromatography of their peracetates. Detritylation in neutral conditions is described. This is the first example of a non ionic gemini surfactant where alkyl glucosides are linked through a spacer at C-6.

Registro:

Documento: Artículo
Título:Gemini surfactants from alkyl glucosides
Autor:Castro, M.J.L.; Kovensky, J.; Fernández Cirelli, A.
Filiación:Ctro. Invest. en Hidratos de Carbono, Depto. de Quim. Orgánica, Ciudad Universitaria, 1428 Buenos Aires, Argentina
Palabras clave:glutaric acid derivative; glycoside; surfactant; article; chemical reaction; drug synthesis; molecular dynamics
Año:1997
Volumen:38
Número:23
Página de inicio:3995
Página de fin:3998
DOI: http://dx.doi.org/10.1016/S0040-4039(97)00817-4
Título revista:Tetrahedron Letters
Título revista abreviado:TETRAHEDRON LETT.
ISSN:00404039
CODEN:TELEA
Registro:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00404039_v38_n23_p3995_Castro

Referencias:

  • Menger, F.M., Littau, C.A., (1991) J. Am. Chem. Soc., 113, pp. 1451-1452
  • Karaborni, S., Esselink, K., Hilbers, P.A.J., Smit, B., Karthäuser, J., Van Os, N.M., Zana, R., (1994) Science, 265, pp. 254-256
  • Huo, Q., Leon, R., Petroff, P.M., Stucky, G.D., (1995) Science, 268, pp. 1324-1327
  • Gouéth, P., Ramiz, A., Ronco, G., Mackenzie, G., Villa, P., (1995) Carbohydr. Res., 266, pp. 171-189
  • Schmidt, R.R., Jankowski, K., (1996) Liebigs Ann., pp. 867-879
  • Matsumura, S., Imai, K., Yoshikawa, S., Kawada, K., Uchibori, T., (1990) J. Am. Oil. Chem. Soc., 67, pp. 996-1001
  • AMPAC Version 5.0, , Semichem Inc., 7128 Summit
  • Dewar, M.J.S., Zoebisch, E.F., Healy, E.F., Stewart, J.J.P., (1985) J. Am. Chem. Soc., 107, pp. 3902-3909
  • Lorenz, K., Balzer, W., Wolf, H., Trieselt, W., Busse, G., DE 3,232,791; (1984) C. A., 101, p. 73052
  • Pyridinium chloride (0.75 eq.) in refluxing ethanol was found to be a mild method of detritylation, yielding quantitatively the deprotected product. These neutral conditions may be useful for detritylation of carbohydrate derivatives having acid-sensitive protecting groups and have been successfully tested in our lab on mono- and ditrityl derivatives; Grindley, T.B., Namazi, H., (1996) Tetrahedron Lett., 37, pp. 991-994
  • note; note

Citas:

---------- APA ----------
Castro, M.J.L., Kovensky, J. & Fernández Cirelli, A. (1997) . Gemini surfactants from alkyl glucosides. Tetrahedron Letters, 38(23), 3995-3998.
http://dx.doi.org/10.1016/S0040-4039(97)00817-4
---------- CHICAGO ----------
Castro, M.J.L., Kovensky, J., Fernández Cirelli, A. "Gemini surfactants from alkyl glucosides" . Tetrahedron Letters 38, no. 23 (1997) : 3995-3998.
http://dx.doi.org/10.1016/S0040-4039(97)00817-4
---------- MLA ----------
Castro, M.J.L., Kovensky, J., Fernández Cirelli, A. "Gemini surfactants from alkyl glucosides" . Tetrahedron Letters, vol. 38, no. 23, 1997, pp. 3995-3998.
http://dx.doi.org/10.1016/S0040-4039(97)00817-4
---------- VANCOUVER ----------
Castro, M.J.L., Kovensky, J., Fernández Cirelli, A. Gemini surfactants from alkyl glucosides. TETRAHEDRON LETT. 1997;38(23):3995-3998.
http://dx.doi.org/10.1016/S0040-4039(97)00817-4