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Abstract:

4‐|2‐(Dimethylamino)ethyl‐2‐14C| phenol (hordenine‐α‐14C) has been synthesised in three steps from |14C|potassium cyanide and p‐benzyloxybenzyl chloride which in turn was obtained in four steps from p‐hydroxybenzoic acid. Copyright © 1981 John Wiley & Sons, Ltd.

Registro:

Documento: Artículo
Título:Synthesis of 4‐|2‐(dimethylamino) ethyl‐2‐14C| phenol (hordenine‐α‐14C)
Autor:Russo, C.A.; Gros, E.G.
Filiación:Departamento de Quimica Orgánica, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Ciudad Universitaria, 1428 Buenos Aires, Buenos Aires, Argentina
Palabras clave:Hordenine‐α‐14C; Synthesis; Tyramine‐α‐14C; radioisotope; drug analysis; drug identification; drug synthesis; hordenine c 14; in vitro study; infrared spectrometry; mass spectrometry; preliminary communication; theoretical study; thin layer chromatography; tyramine c 14
Año:1981
Volumen:18
Número:8
Página de inicio:1185
Página de fin:1187
DOI: http://dx.doi.org/10.1002/jlcr.2580180813
Título revista:Journal of Labelled Compounds and Radiopharmaceuticals
Título revista abreviado:J. Label. Compd. Radiopharm.
ISSN:03624803
Registro:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_03624803_v18_n8_p1185_Russo

Referencias:

  • Matchett, T.J., Marion, L., Kirkwood, S., THE BIOGENESIS OF ALKALOIDS: VIII. THE ROLE OF METHIONINE IN THE FORMATION OF THE N-METHYL GROUPS OF THE ALKALOID HORDENINE (1953) Canadian Journal of Chemistry, 31, p. 488
  • Rabitzsch, G., (1959) Planta Med., 7, p. 268
  • Loev, B., Dawson, C.R., (1956) J. Am. Chem. Soc., 78, p. 6095
  • Haslam, E., Haworth, R.D., Mills, S.D., Rogers, H.J., Armitage, R., Searle, R., (1961), p. 1836. , J. Chem. Soc; Shelton, R.S., van Camphen, N.G., Jr., Meiner, D.F., Poumerter, S.M., Andrews, E.R., Allen, R.E., Wyckoff, K.K., (1953) J. Am. Chem. Soc., 75, p. 5491
  • (1963), p. 576. , Rabjohn N. (Editor) ‐ Organic Syntheses Coll. Vol. IV; Freidman, L., Shechter, H., Preparation of Nitriles from Halides and Sodium Cyanide. An Advantageous Nucleophilic Displacement in Dimethyl Sulfoxide1a (1960) The Journal of Organic Chemistry, 25, p. 877
  • Benington, F., Morin, R.D., (1967) J. Org. Chem., 32, p. 1050
  • Tomita, M., Nakaguchi, K., Tagaki, S., (1951) J. Pharm. Soc. Japan, 71, p. 1035
  • Hauting, W., (1928) J. Am. Chem. Soc., 50, p. 3370
  • (1955), p. 720. , Horning E.C. (Editor) ‐ Organic Syntheses Coll. Vol. III; Rosemund, K.W., Pfankuch, E., (1923) Ber., 56, p. 2258
  • Bowman, R.E., Stroud, H.H., (1950), p. 1342. , J. Chem. Soc; Leete, E., Kirkwood, S., Marion, L., (1952) Can. J. Chem., 30, p. 754
  • Digenis, G.A., Burkett, J.W., Mihranian, V., A convenient synthesis of 2 - [14C] - hordenine (1972) Journal of Labelled Compounds, 8, p. 231
  • Ghosal, S., Srivastava, R., (1973) Phytochemistry, 12, p. 193
  • (1975) Progress in Mass Spectrometry, 3. , Hesse M., Bernhard H. O., (Editors) ‐, Verlag Chemie

Citas:

---------- APA ----------
Russo, C.A. & Gros, E.G. (1981) . Synthesis of 4‐|2‐(dimethylamino) ethyl‐2‐14C| phenol (hordenine‐α‐14C). Journal of Labelled Compounds and Radiopharmaceuticals, 18(8), 1185-1187.
http://dx.doi.org/10.1002/jlcr.2580180813
---------- CHICAGO ----------
Russo, C.A., Gros, E.G. "Synthesis of 4‐|2‐(dimethylamino) ethyl‐2‐14C| phenol (hordenine‐α‐14C)" . Journal of Labelled Compounds and Radiopharmaceuticals 18, no. 8 (1981) : 1185-1187.
http://dx.doi.org/10.1002/jlcr.2580180813
---------- MLA ----------
Russo, C.A., Gros, E.G. "Synthesis of 4‐|2‐(dimethylamino) ethyl‐2‐14C| phenol (hordenine‐α‐14C)" . Journal of Labelled Compounds and Radiopharmaceuticals, vol. 18, no. 8, 1981, pp. 1185-1187.
http://dx.doi.org/10.1002/jlcr.2580180813
---------- VANCOUVER ----------
Russo, C.A., Gros, E.G. Synthesis of 4‐|2‐(dimethylamino) ethyl‐2‐14C| phenol (hordenine‐α‐14C). J. Label. Compd. Radiopharm. 1981;18(8):1185-1187.
http://dx.doi.org/10.1002/jlcr.2580180813