Dissimilar behaviour of 3β, 16α‐dihydroxy‐5α‐androstan‐17‐one Diacetate under Basic and Acidic Conditions

The base‐catalysed rearrangement of 3β, 16α‐dihydroxy‐5α‐androstan‐17‐one diacetate (1) in (D6)benzene/CD3OD to 3β, 17β‐dihydroxy‐5α‐androstan‐16‐one (3) is followed by 13C‐NMR spectroscopy. By the same procedure, it is determined that in (D6)benzene/CD3OD, but under acid catalysis, 1 does not rearr...

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Autores principales: Doller, Darío, Gros, Eduardo Gervasio
Publicado: 1989
Materias:
3beta,16alpha dihydroxy 5alpha androstan 17 one diacetate
unclassified drug
carbon nuclear magnetic resonance
drug stability
drug structure
nonhuman
nuclear magnetic resonance
Acceso en línea:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_0018019X_v72_n6_p1241_Doller
http://hdl.handle.net/20.500.12110/paper_0018019X_v72_n6_p1241_Doller
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Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) de Universidad de Buenos Aires
id paper:paper_0018019X_v72_n6_p1241_Doller
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spelling paper:paper_0018019X_v72_n6_p1241_Doller2023-06-08T14:39:07Z Dissimilar behaviour of 3β, 16α‐dihydroxy‐5α‐androstan‐17‐one Diacetate under Basic and Acidic Conditions Doller, Darío Gros, Eduardo Gervasio 3beta,16alpha dihydroxy 5alpha androstan 17 one diacetate unclassified drug carbon nuclear magnetic resonance drug stability drug structure nonhuman nuclear magnetic resonance The base‐catalysed rearrangement of 3β, 16α‐dihydroxy‐5α‐androstan‐17‐one diacetate (1) in (D6)benzene/CD3OD to 3β, 17β‐dihydroxy‐5α‐androstan‐16‐one (3) is followed by 13C‐NMR spectroscopy. By the same procedure, it is determined that in (D6)benzene/CD3OD, but under acid catalysis, 1 does not rearrange to 3 but yields the intermediate product 3β, 16α‐dihydroxy‐5α ‐androstan‐17‐one 17α ‐methyl hemiacetal (5). Copyright © 1989 Verlag GmbH & Co. KGaA, Weinheim Fil:Doller, D. 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. 1989 https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_0018019X_v72_n6_p1241_Doller http://hdl.handle.net/20.500.12110/paper_0018019X_v72_n6_p1241_Doller
institution Universidad de Buenos Aires
institution_str I-28
repository_str R-134
collection Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA)
topic 3beta,16alpha dihydroxy 5alpha androstan 17 one diacetate
unclassified drug
carbon nuclear magnetic resonance
drug stability
drug structure
nonhuman
nuclear magnetic resonance
spellingShingle 3beta,16alpha dihydroxy 5alpha androstan 17 one diacetate
unclassified drug
carbon nuclear magnetic resonance
drug stability
drug structure
nonhuman
nuclear magnetic resonance
Doller, Darío
Gros, Eduardo Gervasio
Dissimilar behaviour of 3β, 16α‐dihydroxy‐5α‐androstan‐17‐one Diacetate under Basic and Acidic Conditions
topic_facet 3beta,16alpha dihydroxy 5alpha androstan 17 one diacetate
unclassified drug
carbon nuclear magnetic resonance
drug stability
drug structure
nonhuman
nuclear magnetic resonance
description The base‐catalysed rearrangement of 3β, 16α‐dihydroxy‐5α‐androstan‐17‐one diacetate (1) in (D6)benzene/CD3OD to 3β, 17β‐dihydroxy‐5α‐androstan‐16‐one (3) is followed by 13C‐NMR spectroscopy. By the same procedure, it is determined that in (D6)benzene/CD3OD, but under acid catalysis, 1 does not rearrange to 3 but yields the intermediate product 3β, 16α‐dihydroxy‐5α ‐androstan‐17‐one 17α ‐methyl hemiacetal (5). Copyright © 1989 Verlag GmbH & Co. KGaA, Weinheim
author Doller, Darío
Gros, Eduardo Gervasio
author_facet Doller, Darío
Gros, Eduardo Gervasio
author_sort Doller, Darío
title Dissimilar behaviour of 3β, 16α‐dihydroxy‐5α‐androstan‐17‐one Diacetate under Basic and Acidic Conditions
title_short Dissimilar behaviour of 3β, 16α‐dihydroxy‐5α‐androstan‐17‐one Diacetate under Basic and Acidic Conditions
title_full Dissimilar behaviour of 3β, 16α‐dihydroxy‐5α‐androstan‐17‐one Diacetate under Basic and Acidic Conditions
title_fullStr Dissimilar behaviour of 3β, 16α‐dihydroxy‐5α‐androstan‐17‐one Diacetate under Basic and Acidic Conditions
title_full_unstemmed Dissimilar behaviour of 3β, 16α‐dihydroxy‐5α‐androstan‐17‐one Diacetate under Basic and Acidic Conditions
title_sort dissimilar behaviour of 3β, 16α‐dihydroxy‐5α‐androstan‐17‐one diacetate under basic and acidic conditions
publishDate 1989
url https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_0018019X_v72_n6_p1241_Doller
http://hdl.handle.net/20.500.12110/paper_0018019X_v72_n6_p1241_Doller
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AT groseduardogervasio dissimilarbehaviourof3b16adihydroxy5aandrostan17onediacetateunderbasicandacidicconditions
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