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...

Descripción completa

Guardado en:
Detalles Bibliográficos
Autores principales: Benedetti Doctorovich, M.O.V., Ghini, A.A., Burton, G.
Formato: JOUR
Materias:
Acceso en línea:http://hdl.handle.net/20.500.12110/paper_0039128X_v61_n6_p345_BenedettiDoctorovich
Aporte de:
id todo:paper_0039128X_v61_n6_p345_BenedettiDoctorovich
record_format dspace
spelling 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
collection 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
_version_ 1782029835702370304