Oxido-bridged neurosteroid analogues. Synthesis of 2,19-oxido-allopregnanolone

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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...

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Autores principales:	Eduardo, S.L., Ghini, A.A., Burton, G.
Formato:	JOUR
Materias:	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
Acceso en línea:	http://hdl.handle.net/20.500.12110/paper_14246376_v2003_n10_p468_Eduardo
Aporte de:	Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) de Universidad de Buenos Aires

id	todo:paper_14246376_v2003_n10_p468_Eduardo
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spelling	todo:paper_14246376_v2003_n10_p468_Eduardo2023-10-03T16:13:37Z Oxido-bridged neurosteroid analogues. Synthesis of 2,19-oxido-allopregnanolone Eduardo, S.L. Ghini, A.A. Burton, G. 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 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. Fil:Ghini, A.A. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. Fil:Burton, G. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. JOUR info:eu-repo/semantics/openAccess http://creativecommons.org/licenses/by/2.5/ar http://hdl.handle.net/20.500.12110/paper_14246376_v2003_n10_p468_Eduardo
institution	Universidad de Buenos Aires
institution_str	I-28
repository_str	R-134
collection	Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA)
topic	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
spellingShingle	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 Eduardo, S.L. Ghini, A.A. Burton, G. Oxido-bridged neurosteroid analogues. Synthesis of 2,19-oxido-allopregnanolone
topic_facet	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
description	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.
format	JOUR
author	Eduardo, S.L. Ghini, A.A. Burton, G.
author_facet	Eduardo, S.L. Ghini, A.A. Burton, G.
author_sort	Eduardo, S.L.
title	Oxido-bridged neurosteroid analogues. Synthesis of 2,19-oxido-allopregnanolone
title_short	Oxido-bridged neurosteroid analogues. Synthesis of 2,19-oxido-allopregnanolone
title_full	Oxido-bridged neurosteroid analogues. Synthesis of 2,19-oxido-allopregnanolone
title_fullStr	Oxido-bridged neurosteroid analogues. Synthesis of 2,19-oxido-allopregnanolone
title_full_unstemmed	Oxido-bridged neurosteroid analogues. Synthesis of 2,19-oxido-allopregnanolone
title_sort	oxido-bridged neurosteroid analogues. synthesis of 2,19-oxido-allopregnanolone
url	http://hdl.handle.net/20.500.12110/paper_14246376_v2003_n10_p468_Eduardo
work_keys_str_mv	AT eduardosl oxidobridgedneurosteroidanaloguessynthesisof219oxidoallopregnanolone AT ghiniaa oxidobridgedneurosteroidanaloguessynthesisof219oxidoallopregnanolone AT burtong oxidobridgedneurosteroidanaloguessynthesisof219oxidoallopregnanolone
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Oxido-bridged neurosteroid analogues. Synthesis of 2,19-oxido-allopregnanolone

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