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Abstract:

3α-Hydroxy-2,19-oxido-5αH-pregnan-20-one was synthesized in 6 steps from the easily available 19-hydroxypregnenolone 3-acetate. The 2,19-oxido bridge was formed in a single step upon spontaneous cyclization and desilylation of a TBDMS protected 19-hydroxy-2α,3α-epoxypregnane. The 4,19-oxido analogue was obtained as a byproduct upon cyclization of the isomeric 3α,4α-epoxide.

Registro:

Documento: Artículo
Título:Oxido-bridged neurosteroid analogues. Synthesis of 2,19-oxido-allopregnanolone
Autor:Eduardo, S.L.; Ghini, A.A.; Burton, G.
Filiación:Departamento de Quimica Organica, Fac. de Ciencias Exactas y Naturales, Universidad de Buenos Aires, C1428EGA Buenos Aires, Argentina
Palabras clave:2,19-Oxido-allopregnanolone; 4,19-oxido-allopregnanolone; Neurosteroid; Oxido-bridged steroid; 19 hydroxy 2alpha,3alpha epoxypregnane; 19 hydroxypregnenolone 3 acetate; 3alpha hydroxy 2,19 oxido 5alphah pregnan 20 one; 3alpha hydroxy 5alphah pregnan 20 one; 4beta,19 oxido 3alpha hydroxy 5alphah pregnan 20 one; bridged compound; neurosteroid; silane derivative; unclassified drug; article; cyclization; desilylation; drug structure; drug synthesis; structure activity relation
Año:2003
Volumen:2003
Número:10
Página de inicio:468
Página de fin:476
Título revista:Arkivoc
Título revista abreviado:Arkivoc
ISSN:14246376
PDF:https://bibliotecadigital.exactas.uba.ar/download/paper/paper_14246376_v2003_n10_p468_Eduardo.pdf
Registro:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_14246376_v2003_n10_p468_Eduardo

Referencias:

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Citas:

---------- APA ----------
Eduardo, S.L., Ghini, A.A. & Burton, G. (2003) . Oxido-bridged neurosteroid analogues. Synthesis of 2,19-oxido-allopregnanolone. Arkivoc, 2003(10), 468-476.
Recuperado de https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_14246376_v2003_n10_p468_Eduardo [ ]
---------- CHICAGO ----------
Eduardo, S.L., Ghini, A.A., Burton, G. "Oxido-bridged neurosteroid analogues. Synthesis of 2,19-oxido-allopregnanolone" . Arkivoc 2003, no. 10 (2003) : 468-476.
Recuperado de https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_14246376_v2003_n10_p468_Eduardo [ ]
---------- MLA ----------
Eduardo, S.L., Ghini, A.A., Burton, G. "Oxido-bridged neurosteroid analogues. Synthesis of 2,19-oxido-allopregnanolone" . Arkivoc, vol. 2003, no. 10, 2003, pp. 468-476.
Recuperado de https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_14246376_v2003_n10_p468_Eduardo [ ]
---------- VANCOUVER ----------
Eduardo, S.L., Ghini, A.A., Burton, G. Oxido-bridged neurosteroid analogues. Synthesis of 2,19-oxido-allopregnanolone. Arkivoc. 2003;2003(10):468-476.
Available from: https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_14246376_v2003_n10_p468_Eduardo [ ]