Synthesis of oxido-bridged analogs of 18-hydroxyprogesterone
18-Hydroxy-6,19-oxidoprogesterone and 18-hydroxy-11,19- oxidoprogesterone were synthesized from readily available materials. The functionalization of C-18 was accomplished with phenyliodosodiacetate/iodine, whereas that of C-19 was carried out with the mercuric oxide/iodine system, both under irradi...
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todo:paper_0039128X_v61_n6_p345_BenedettiDoctorovich2023-10-03T14:49:24Z Synthesis of oxido-bridged analogs of 18-hydroxyprogesterone Benedetti Doctorovich, M.O.V. Ghini, A.A. Burton, G. 18-hydroxypregnanes oxido-bridged pregnanes 18 hydroxy 11,19 oxidoprogesterone 18 hydroxy 6,19 oxidoprogesterone progesterone derivative unclassified drug article carbon nuclear magnetic resonance drug synthesis irradiation proton nuclear magnetic resonance steroidogenesis 18-Hydroxy-6,19-oxidoprogesterone and 18-hydroxy-11,19- oxidoprogesterone were synthesized from readily available materials. The functionalization of C-18 was accomplished with phenyliodosodiacetate/iodine, whereas that of C-19 was carried out with the mercuric oxide/iodine system, both under irradiation with visible light. For 18-hydroxy-11,19-oxidoprogesterone, C-19 was functionalized before C-18, whereas the reverse order had to be used for the 6,19-oxido derivative. Fil:Benedetti Doctorovich, M.O.V. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. 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_0039128X_v61_n6_p345_BenedettiDoctorovich |
institution |
Universidad de Buenos Aires |
institution_str |
I-28 |
repository_str |
R-134 |
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Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) |
topic |
18-hydroxypregnanes oxido-bridged pregnanes 18 hydroxy 11,19 oxidoprogesterone 18 hydroxy 6,19 oxidoprogesterone progesterone derivative unclassified drug article carbon nuclear magnetic resonance drug synthesis irradiation proton nuclear magnetic resonance steroidogenesis |
spellingShingle |
18-hydroxypregnanes oxido-bridged pregnanes 18 hydroxy 11,19 oxidoprogesterone 18 hydroxy 6,19 oxidoprogesterone progesterone derivative unclassified drug article carbon nuclear magnetic resonance drug synthesis irradiation proton nuclear magnetic resonance steroidogenesis Benedetti Doctorovich, M.O.V. Ghini, A.A. Burton, G. Synthesis of oxido-bridged analogs of 18-hydroxyprogesterone |
topic_facet |
18-hydroxypregnanes oxido-bridged pregnanes 18 hydroxy 11,19 oxidoprogesterone 18 hydroxy 6,19 oxidoprogesterone progesterone derivative unclassified drug article carbon nuclear magnetic resonance drug synthesis irradiation proton nuclear magnetic resonance steroidogenesis |
description |
18-Hydroxy-6,19-oxidoprogesterone and 18-hydroxy-11,19- oxidoprogesterone were synthesized from readily available materials. The functionalization of C-18 was accomplished with phenyliodosodiacetate/iodine, whereas that of C-19 was carried out with the mercuric oxide/iodine system, both under irradiation with visible light. For 18-hydroxy-11,19-oxidoprogesterone, C-19 was functionalized before C-18, whereas the reverse order had to be used for the 6,19-oxido derivative. |
format |
JOUR |
author |
Benedetti Doctorovich, M.O.V. Ghini, A.A. Burton, G. |
author_facet |
Benedetti Doctorovich, M.O.V. Ghini, A.A. Burton, G. |
author_sort |
Benedetti Doctorovich, M.O.V. |
title |
Synthesis of oxido-bridged analogs of 18-hydroxyprogesterone |
title_short |
Synthesis of oxido-bridged analogs of 18-hydroxyprogesterone |
title_full |
Synthesis of oxido-bridged analogs of 18-hydroxyprogesterone |
title_fullStr |
Synthesis of oxido-bridged analogs of 18-hydroxyprogesterone |
title_full_unstemmed |
Synthesis of oxido-bridged analogs of 18-hydroxyprogesterone |
title_sort |
synthesis of oxido-bridged analogs of 18-hydroxyprogesterone |
url |
http://hdl.handle.net/20.500.12110/paper_0039128X_v61_n6_p345_BenedettiDoctorovich |
work_keys_str_mv |
AT benedettidoctorovichmov synthesisofoxidobridgedanalogsof18hydroxyprogesterone AT ghiniaa synthesisofoxidobridgedanalogsof18hydroxyprogesterone AT burtong synthesisofoxidobridgedanalogsof18hydroxyprogesterone |
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