Oxido-bridged neurosteroid analogues. Synthesis of 2,19-oxido-allopregnanolone
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...
Guardado en:
| Autores principales: | , |
|---|---|
| Publicado: |
2003
|
| Materias: | |
| Acceso en línea: | https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_14246376_v2003_n10_p468_Eduardo http://hdl.handle.net/20.500.12110/paper_14246376_v2003_n10_p468_Eduardo |
| Aporte de: |
| id |
paper:paper_14246376_v2003_n10_p468_Eduardo |
|---|---|
| record_format |
dspace |
| spelling |
paper:paper_14246376_v2003_n10_p468_Eduardo2023-06-08T16:13:52Z Oxido-bridged neurosteroid analogues. Synthesis of 2,19-oxido-allopregnanolone Ghini, Alberto Antonio Burton, Gerardo 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. 2003 https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_14246376_v2003_n10_p468_Eduardo 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 Ghini, Alberto Antonio Burton, Gerardo 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. |
| author |
Ghini, Alberto Antonio Burton, Gerardo |
| author_facet |
Ghini, Alberto Antonio Burton, Gerardo |
| author_sort |
Ghini, Alberto Antonio |
| 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 |
| publishDate |
2003 |
| url |
https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_14246376_v2003_n10_p468_Eduardo http://hdl.handle.net/20.500.12110/paper_14246376_v2003_n10_p468_Eduardo |
| work_keys_str_mv |
AT ghinialbertoantonio oxidobridgedneurosteroidanaloguessynthesisof219oxidoallopregnanolone AT burtongerardo oxidobridgedneurosteroidanaloguessynthesisof219oxidoallopregnanolone |
| _version_ |
1768542378778427392 |