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Abstract:

|21‐14C|‐3β‐Hydroxy‐5β‐pregnan‐20‐one was synthesised from 3β‐acetoxy‐5β‐androstan‐17β‐carboxylic acid chloride and |14C2|dimethyl‐cadmium. Reaction of the labelled product with isohexyl bromide yielded, after dehydration and catalytic hydrogenation, |21‐14C|‐5β‐cholestan‐3β‐ol (|21‐14C|‐coprostanol). Copyright © 1985 John Wiley & Sons, Ltd.

Registro:

Documento: Artículo
Título:Synthesis of |21‐14C|‐3β‐hydroxy‐5β‐pregnan‐20‐one and |21‐14C|‐5β‐cholestan‐3β‐ol
Autor:Garraffo, H.M.; Deluca, M.E.; Seldes, A.M.; Gross, E.G.
Filiación:Departamento de Química Orgánica Y Umymfor, Faculated de Ciencias Exactas Y Naturales, Universidad de Buenos Aires, Ciudad Universitaria, Buenos Aires, 1428, Argentina
Palabras clave:Synthesis; |21‐14C|‐3β‐Hydroxy‐5β‐pregnan‐20‐one; |21‐14C|‐Coprostanol; radioisotope; 5beta pregnan 3beta ol 20 one c 14; coprosterol c 14; drug analysis; drug identification; drug synthesis; mass spectrometry; nonhuman; nuclear magnetic resonance; priority journal; proton nuclear magnetic resonance; theoretical study
Año:1985
Volumen:22
Número:7
Página de inicio:673
Página de fin:676
DOI: http://dx.doi.org/10.1002/jlcr.2580220706
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_v22_n7_p673_Garraffo

Referencias:

  • Galagovsky, L.R., Porto, A.M., Burton, G., Gros, E.G., (1984) Z. Naturforsch., 39 c, p. 38. , and previous papers cited therein
  • Garraffo, H.M., Gros, E.G., (1982) J. Lab. Compds. Radiopharm., 19, p. 149
  • Deluca, M.E., Seldes, A.M., Garraffo, H.M., Gros, E.G., Z. Naturforsch. in press; Riegel, B., Prout, F.S., (1948) J. Org. Chem., 13, p. 933
  • Mac Phillamy, H.B., Scholz, C.R., (1949) J. Biol. Chem., 178, p. 37
  • Porto, A.M., Gros, E.G., Synthesis of PREGN-5-en-3β-o1-20-one-20-14C (1968) Journal of Labelled Compounds, 4, p. 276
  • Marker, R.E., Kamm, O., Wittle, E.L., (1937) J. Am. Chem. Soc., 59, p. 1841
  • Sabetay, S., Bléger, J., (1930) Bull. Soc. Chim. France, 47, p. 885
  • Fieser, L.F., Fieser, M., (1959) Steroids, p. 28. , Reinhold Pub. Corp., N.Y
  • Engelhardt, G., Zeigan, D., Schönecker, B., 3C-NMR-Untersuchungen an Steroiden, III. Sterische Effekte von 2,3-substituierten Cholestanderivaten und deren Anwendung zur Konfigurationsbestimmung (1978) J. Prakt. Chem., 320, p. 377

Citas:

---------- APA ----------
Garraffo, H.M., Deluca, M.E., Seldes, A.M. & Gross, E.G. (1985) . Synthesis of |21‐14C|‐3β‐hydroxy‐5β‐pregnan‐20‐one and |21‐14C|‐5β‐cholestan‐3β‐ol. Journal of Labelled Compounds and Radiopharmaceuticals, 22(7), 673-676.
http://dx.doi.org/10.1002/jlcr.2580220706
---------- CHICAGO ----------
Garraffo, H.M., Deluca, M.E., Seldes, A.M., Gross, E.G. "Synthesis of |21‐14C|‐3β‐hydroxy‐5β‐pregnan‐20‐one and |21‐14C|‐5β‐cholestan‐3β‐ol" . Journal of Labelled Compounds and Radiopharmaceuticals 22, no. 7 (1985) : 673-676.
http://dx.doi.org/10.1002/jlcr.2580220706
---------- MLA ----------
Garraffo, H.M., Deluca, M.E., Seldes, A.M., Gross, E.G. "Synthesis of |21‐14C|‐3β‐hydroxy‐5β‐pregnan‐20‐one and |21‐14C|‐5β‐cholestan‐3β‐ol" . Journal of Labelled Compounds and Radiopharmaceuticals, vol. 22, no. 7, 1985, pp. 673-676.
http://dx.doi.org/10.1002/jlcr.2580220706
---------- VANCOUVER ----------
Garraffo, H.M., Deluca, M.E., Seldes, A.M., Gross, E.G. Synthesis of |21‐14C|‐3β‐hydroxy‐5β‐pregnan‐20‐one and |21‐14C|‐5β‐cholestan‐3β‐ol. J. Label. Compd. Radiopharm. 1985;22(7):673-676.
http://dx.doi.org/10.1002/jlcr.2580220706