Synthesis of |24‐14C|‐23‐norcholanoic acid derivatives

Syntheses of |24‐14C| 3β, 20ξ‐dihydroxy‐23‐norchol‐5‐enoic acid, |24‐14C| 3β, 20ξ‐dihydroxy‐23‐norcholanoic acid and |24‐14C| 20ξ‐hydroxy‐3‐oxo‐23‐norchol‐4‐enoic acid were accomplished by reaction of ethyl |1‐14C| bromoacetate, in Reformatsky conditions, with suitable 20‐keto‐pregnane derivatives....

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Autores principales: Maier, M.S., Seldes, A.M., Gros, E.G.
Formato: JOUR
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Acceso en línea:http://hdl.handle.net/20.500.12110/paper_03624803_v22_n5_p467_Maier
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spelling todo:paper_03624803_v22_n5_p467_Maier2023-10-03T15:27:04Z Synthesis of |24‐14C|‐23‐norcholanoic acid derivatives Maier, M.S. Seldes, A.M. Gros, E.G. Ethyl |1‐14C| bromoacetate Reformatsky reaction Synthesis |24‐14C|‐23‐Norcholanic acid derivatives radioisotope 20 hydroxy 3 oxo 23 norchol 4 enoic acid c 14 3 oxo 23 norchola 4,20(22) dienoic acid c 14 3beta hydroxy 23 norchol 20(22) enoic acid c 14 3beta hydroxy 23 norchola 5,20(22) dienoic acid c 14 3beta,20 dihydroxy 23 norchol 5 enoic acid c 14 3beta,20 dihydroxy 23 norcholanic acid c 14 drug analysis drug identification drug synthesis infrared spectrometry mass spectrometry nonhuman nuclear magnetic resonance priority journal theoretical study Syntheses of |24‐14C| 3β, 20ξ‐dihydroxy‐23‐norchol‐5‐enoic acid, |24‐14C| 3β, 20ξ‐dihydroxy‐23‐norcholanoic acid and |24‐14C| 20ξ‐hydroxy‐3‐oxo‐23‐norchol‐4‐enoic acid were accomplished by reaction of ethyl |1‐14C| bromoacetate, in Reformatsky conditions, with suitable 20‐keto‐pregnane derivatives. Dehydration of these products afforded |24‐14C| 3β‐hydroxy‐23‐norchola‐5, 20(22)E‐enoic acid and |24‐14C| 3‐oxo‐23‐norchola‐4, 20(22)E‐dienoic acid respectively. The products were characterized by spectroscopic (IR, 1H NMR, MS) methods. Copyright © 1985 John Wiley & Sons, Ltd. Fil:Maier, M.S. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. Fil:Seldes, A.M. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. Fil:Gros, E.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_03624803_v22_n5_p467_Maier
institution Universidad de Buenos Aires
institution_str I-28
repository_str R-134
collection Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA)
topic Ethyl |1‐14C| bromoacetate
Reformatsky reaction
Synthesis
|24‐14C|‐23‐Norcholanic acid derivatives
radioisotope
20 hydroxy 3 oxo 23 norchol 4 enoic acid c 14
3 oxo 23 norchola 4,20(22) dienoic acid c 14
3beta hydroxy 23 norchol 20(22) enoic acid c 14
3beta hydroxy 23 norchola 5,20(22) dienoic acid c 14
3beta,20 dihydroxy 23 norchol 5 enoic acid c 14
3beta,20 dihydroxy 23 norcholanic acid c 14
drug analysis
drug identification
drug synthesis
infrared spectrometry
mass spectrometry
nonhuman
nuclear magnetic resonance
priority journal
theoretical study
spellingShingle Ethyl |1‐14C| bromoacetate
Reformatsky reaction
Synthesis
|24‐14C|‐23‐Norcholanic acid derivatives
radioisotope
20 hydroxy 3 oxo 23 norchol 4 enoic acid c 14
3 oxo 23 norchola 4,20(22) dienoic acid c 14
3beta hydroxy 23 norchol 20(22) enoic acid c 14
3beta hydroxy 23 norchola 5,20(22) dienoic acid c 14
3beta,20 dihydroxy 23 norchol 5 enoic acid c 14
3beta,20 dihydroxy 23 norcholanic acid c 14
drug analysis
drug identification
drug synthesis
infrared spectrometry
mass spectrometry
nonhuman
nuclear magnetic resonance
priority journal
theoretical study
Maier, M.S.
Seldes, A.M.
Gros, E.G.
Synthesis of |24‐14C|‐23‐norcholanoic acid derivatives
topic_facet Ethyl |1‐14C| bromoacetate
Reformatsky reaction
Synthesis
|24‐14C|‐23‐Norcholanic acid derivatives
radioisotope
20 hydroxy 3 oxo 23 norchol 4 enoic acid c 14
3 oxo 23 norchola 4,20(22) dienoic acid c 14
3beta hydroxy 23 norchol 20(22) enoic acid c 14
3beta hydroxy 23 norchola 5,20(22) dienoic acid c 14
3beta,20 dihydroxy 23 norchol 5 enoic acid c 14
3beta,20 dihydroxy 23 norcholanic acid c 14
drug analysis
drug identification
drug synthesis
infrared spectrometry
mass spectrometry
nonhuman
nuclear magnetic resonance
priority journal
theoretical study
description Syntheses of |24‐14C| 3β, 20ξ‐dihydroxy‐23‐norchol‐5‐enoic acid, |24‐14C| 3β, 20ξ‐dihydroxy‐23‐norcholanoic acid and |24‐14C| 20ξ‐hydroxy‐3‐oxo‐23‐norchol‐4‐enoic acid were accomplished by reaction of ethyl |1‐14C| bromoacetate, in Reformatsky conditions, with suitable 20‐keto‐pregnane derivatives. Dehydration of these products afforded |24‐14C| 3β‐hydroxy‐23‐norchola‐5, 20(22)E‐enoic acid and |24‐14C| 3‐oxo‐23‐norchola‐4, 20(22)E‐dienoic acid respectively. The products were characterized by spectroscopic (IR, 1H NMR, MS) methods. Copyright © 1985 John Wiley & Sons, Ltd.
format JOUR
author Maier, M.S.
Seldes, A.M.
Gros, E.G.
author_facet Maier, M.S.
Seldes, A.M.
Gros, E.G.
author_sort Maier, M.S.
title Synthesis of |24‐14C|‐23‐norcholanoic acid derivatives
title_short Synthesis of |24‐14C|‐23‐norcholanoic acid derivatives
title_full Synthesis of |24‐14C|‐23‐norcholanoic acid derivatives
title_fullStr Synthesis of |24‐14C|‐23‐norcholanoic acid derivatives
title_full_unstemmed Synthesis of |24‐14C|‐23‐norcholanoic acid derivatives
title_sort synthesis of |24‐14c|‐23‐norcholanoic acid derivatives
url http://hdl.handle.net/20.500.12110/paper_03624803_v22_n5_p467_Maier
work_keys_str_mv AT maierms synthesisof2414c23norcholanoicacidderivatives
AT seldesam synthesisof2414c23norcholanoicacidderivatives
AT groseg synthesisof2414c23norcholanoicacidderivatives
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