Abstract:
[24-14C]-Cholesterol was synthesized by reaction between the phosphorane derivative of [1-14C]-isobutyltriphenylphosphonium bromide and 3β-acetoxy-24-norchola-5,20(22)-dien-23-al (IX) followed by hydrogenation of the condensation product. The intermediate IX was prepared by two different procedures both starting from pregnenolone acetate. © 1973.
Registro:
Documento: |
Artículo
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Título: | Synthesis of 3/gb-acetoxy-24-norchola-5,20(22)-dien-23-al. a new intermediate for an improved synthesis of [24-14c]-cholesterol |
Autor: | Colonna, A.O.; Gros, E.G. |
Filiación: | Departamento de Qu/'imica Org, 'anica. Facultad de Ciencias Exactas, Naturales. Universidad de Buenos Aires, Pab. 2, Ciudad Universitaria. Buenos Aires, Argentina
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Palabras clave: | aldehyde; carbon; cholane derivative; cholesterol; norsteroid; pregnenolone; article; chemistry; hydrogenation; isotope labeling; synthesis; Aldehydes; Carbon Isotopes; Chemistry; Cholanes; Cholesterol; Hydrogenation; Isotope Labeling; Norsteroids; Pregnenolone |
Año: | 1973
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Volumen: | 4
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Número: | 2
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Página de inicio: | 171
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Página de fin: | 179
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DOI: |
http://dx.doi.org/10.1016/0022-4731(73)90023-X |
Título revista: | Journal of Steroid Biochemistry
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Título revista abreviado: | J. Steroid Biochem.
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ISSN: | 00224731
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CODEN: | JSTBB
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CAS: | carbon, 7440-44-0; cholesterol, 57-88-5; pregnenolone, 145-13-1; Aldehydes; Carbon Isotopes; Cholanes; Cholesterol, 57-88-5; Norsteroids; Pregnenolone, 145-13-1
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Registro: | https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00224731_v4_n2_p171_Colonna |
Referencias:
- Tschesche, Brassat, (1965) Z. Naturforch., 20 b, p. 707
- Porto, Gros, (1970) Experientia, 26, p. 11
- Heftmann, (1970) Steroid Biochemistry, p. 85. , Academic Press, New York
- Porto, Gros, (1971) Experientia, 27, p. 506
- Porto, Baralle, Gros, (1972) J. steroid Biochem., 3, p. 11
- Chen, Osuch, (1969) Biochem. Pharmacol., 18, p. 1797
- Kurath, Ganis, Radakowich, Cholesterin-[24-14C] (1957) Helvetica Chimica Acta, 40, p. 933
- Ruzicka, Plattner, Pataki, (1942) Helv. chim. Acta, 25, p. 425
- Koechlin, Reichstein, �ber Bestandteile der Nebennierenrinde und verwandte Stoffe. (67. Mitteilung). Versuche zur Bereitung von �tiocholandiol-(3 ?, 12 ?)-on-17 durch systematischen Abbau (1944) Helvetica Chimica Acta, 27, p. 549
- Fieser, Fieser, (1967) Reagents for Organic Synthesis, p. 637. , Wiley, New York
- Rabjohn, Organic Syntheses (1963) Coll., 4, p. 749. , Wiley, New York
- Ehrenstein, (1939) J. Org. Chem., 4, p. 506
- Nystrom, Brown, (1947) J. Am. Chem. Soc., 69, p. 2548
- Blatt, Organic Syntheses (1943) Coll., 2, p. 358. , Wiley, New York
- Fagerlund, Idler, (1957) J. Am. Chem. Soc., 79, p. 6473
Citas:
---------- APA ----------
Colonna, A.O. & Gros, E.G.
(1973)
. Synthesis of 3/gb-acetoxy-24-norchola-5,20(22)-dien-23-al. a new intermediate for an improved synthesis of [24-14c]-cholesterol. Journal of Steroid Biochemistry, 4(2), 171-179.
http://dx.doi.org/10.1016/0022-4731(73)90023-X---------- CHICAGO ----------
Colonna, A.O., Gros, E.G.
"Synthesis of 3/gb-acetoxy-24-norchola-5,20(22)-dien-23-al. a new intermediate for an improved synthesis of [24-14c]-cholesterol"
. Journal of Steroid Biochemistry 4, no. 2
(1973) : 171-179.
http://dx.doi.org/10.1016/0022-4731(73)90023-X---------- MLA ----------
Colonna, A.O., Gros, E.G.
"Synthesis of 3/gb-acetoxy-24-norchola-5,20(22)-dien-23-al. a new intermediate for an improved synthesis of [24-14c]-cholesterol"
. Journal of Steroid Biochemistry, vol. 4, no. 2, 1973, pp. 171-179.
http://dx.doi.org/10.1016/0022-4731(73)90023-X---------- VANCOUVER ----------
Colonna, A.O., Gros, E.G. Synthesis of 3/gb-acetoxy-24-norchola-5,20(22)-dien-23-al. a new intermediate for an improved synthesis of [24-14c]-cholesterol. J. Steroid Biochem. 1973;4(2):171-179.
http://dx.doi.org/10.1016/0022-4731(73)90023-X