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, D., Gros, E.G.
Formato: JOUR
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: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 todo:paper_0018019X_v72_n6_p1241_Doller
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spelling todo:paper_0018019X_v72_n6_p1241_Doller2023-10-03T14:15:05Z Dissimilar behaviour of 3β, 16α‐dihydroxy‐5α‐androstan‐17‐one Diacetate under Basic and Acidic Conditions Doller, D. Gros, E.G. 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. JOUR info:eu-repo/semantics/openAccess http://creativecommons.org/licenses/by/2.5/ar 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, D.
Gros, E.G.
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
format JOUR
author Doller, D.
Gros, E.G.
author_facet Doller, D.
Gros, E.G.
author_sort Doller, D.
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
url http://hdl.handle.net/20.500.12110/paper_0018019X_v72_n6_p1241_Doller
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