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Crystal structure and absolute configuration of (3S,4aS,8aS)-N-tert-butyl-2-[(S)-3-(2-chloro-4-nitro­benzamido)-2-hy­droxy­prop­yl]deca­hydro­isoquinoline-3-carboxamide and (3S,4aS,8aS)-N-tert-butyl-2-{(S)-2-[(S)-1-(2-chloro-4-nitro­benzoyl)pyrrolidin-2-yl]-2-hy­droxy­eth­yl}deca­hydro­iso­quinoline-3-carboxamide

The crystal structure and absolute configuration of the two new title nelfinavir analogs, C(24)H(35)ClN(4)O(5), (I), and C(27)H(39)ClN(4)O(5), (II), have been determined. Each of these mol­ecules exhibits a number of disordered moieties. There are intra­molecular N—H⋯O hydrogen bonds in both (I) and...

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Autores principales: Maxson, Tucker, Bertke, Jeffery A., Gray, Danielle L., Mitchell, Douglas A.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2015
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4645022/
https://www.ncbi.nlm.nih.gov/pubmed/26594520
http://dx.doi.org/10.1107/S2056989015020046
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author Maxson, Tucker
Bertke, Jeffery A.
Gray, Danielle L.
Mitchell, Douglas A.
author_facet Maxson, Tucker
Bertke, Jeffery A.
Gray, Danielle L.
Mitchell, Douglas A.
author_sort Maxson, Tucker
collection PubMed
description The crystal structure and absolute configuration of the two new title nelfinavir analogs, C(24)H(35)ClN(4)O(5), (I), and C(27)H(39)ClN(4)O(5), (II), have been determined. Each of these mol­ecules exhibits a number of disordered moieties. There are intra­molecular N—H⋯O hydrogen bonds in both (I) and (II). In (I) it involves the two carboxamide groups, while in (II) it involves the N-tert-butyl carboxamide group and the 2-hydroxyl O atom. The inter­molecular hydrogen bonding in (I) (O—H⋯O and N—H⋯O) leads to two-dimensional sheets that extend parallel to the ac plane. The inter­molecular hydrogen bonding in (II) (O—H⋯O) leads to chains that extend parallel to the a axis.
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spelling pubmed-46450222015-11-20 Crystal structure and absolute configuration of (3S,4aS,8aS)-N-tert-butyl-2-[(S)-3-(2-chloro-4-nitro­benzamido)-2-hy­droxy­prop­yl]deca­hydro­isoquinoline-3-carboxamide and (3S,4aS,8aS)-N-tert-butyl-2-{(S)-2-[(S)-1-(2-chloro-4-nitro­benzoyl)pyrrolidin-2-yl]-2-hy­droxy­eth­yl}deca­hydro­iso­quinoline-3-carboxamide Maxson, Tucker Bertke, Jeffery A. Gray, Danielle L. Mitchell, Douglas A. Acta Crystallogr E Crystallogr Commun Research Communications The crystal structure and absolute configuration of the two new title nelfinavir analogs, C(24)H(35)ClN(4)O(5), (I), and C(27)H(39)ClN(4)O(5), (II), have been determined. Each of these mol­ecules exhibits a number of disordered moieties. There are intra­molecular N—H⋯O hydrogen bonds in both (I) and (II). In (I) it involves the two carboxamide groups, while in (II) it involves the N-tert-butyl carboxamide group and the 2-hydroxyl O atom. The inter­molecular hydrogen bonding in (I) (O—H⋯O and N—H⋯O) leads to two-dimensional sheets that extend parallel to the ac plane. The inter­molecular hydrogen bonding in (II) (O—H⋯O) leads to chains that extend parallel to the a axis. International Union of Crystallography 2015-10-31 /pmc/articles/PMC4645022/ /pubmed/26594520 http://dx.doi.org/10.1107/S2056989015020046 Text en © Maxson et al. 2015 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.http://creativecommons.org/licenses/by/2.0/uk/
spellingShingle Research Communications
Maxson, Tucker
Bertke, Jeffery A.
Gray, Danielle L.
Mitchell, Douglas A.
Crystal structure and absolute configuration of (3S,4aS,8aS)-N-tert-butyl-2-[(S)-3-(2-chloro-4-nitro­benzamido)-2-hy­droxy­prop­yl]deca­hydro­isoquinoline-3-carboxamide and (3S,4aS,8aS)-N-tert-butyl-2-{(S)-2-[(S)-1-(2-chloro-4-nitro­benzoyl)pyrrolidin-2-yl]-2-hy­droxy­eth­yl}deca­hydro­iso­quinoline-3-carboxamide
title Crystal structure and absolute configuration of (3S,4aS,8aS)-N-tert-butyl-2-[(S)-3-(2-chloro-4-nitro­benzamido)-2-hy­droxy­prop­yl]deca­hydro­isoquinoline-3-carboxamide and (3S,4aS,8aS)-N-tert-butyl-2-{(S)-2-[(S)-1-(2-chloro-4-nitro­benzoyl)pyrrolidin-2-yl]-2-hy­droxy­eth­yl}deca­hydro­iso­quinoline-3-carboxamide
title_full Crystal structure and absolute configuration of (3S,4aS,8aS)-N-tert-butyl-2-[(S)-3-(2-chloro-4-nitro­benzamido)-2-hy­droxy­prop­yl]deca­hydro­isoquinoline-3-carboxamide and (3S,4aS,8aS)-N-tert-butyl-2-{(S)-2-[(S)-1-(2-chloro-4-nitro­benzoyl)pyrrolidin-2-yl]-2-hy­droxy­eth­yl}deca­hydro­iso­quinoline-3-carboxamide
title_fullStr Crystal structure and absolute configuration of (3S,4aS,8aS)-N-tert-butyl-2-[(S)-3-(2-chloro-4-nitro­benzamido)-2-hy­droxy­prop­yl]deca­hydro­isoquinoline-3-carboxamide and (3S,4aS,8aS)-N-tert-butyl-2-{(S)-2-[(S)-1-(2-chloro-4-nitro­benzoyl)pyrrolidin-2-yl]-2-hy­droxy­eth­yl}deca­hydro­iso­quinoline-3-carboxamide
title_full_unstemmed Crystal structure and absolute configuration of (3S,4aS,8aS)-N-tert-butyl-2-[(S)-3-(2-chloro-4-nitro­benzamido)-2-hy­droxy­prop­yl]deca­hydro­isoquinoline-3-carboxamide and (3S,4aS,8aS)-N-tert-butyl-2-{(S)-2-[(S)-1-(2-chloro-4-nitro­benzoyl)pyrrolidin-2-yl]-2-hy­droxy­eth­yl}deca­hydro­iso­quinoline-3-carboxamide
title_short Crystal structure and absolute configuration of (3S,4aS,8aS)-N-tert-butyl-2-[(S)-3-(2-chloro-4-nitro­benzamido)-2-hy­droxy­prop­yl]deca­hydro­isoquinoline-3-carboxamide and (3S,4aS,8aS)-N-tert-butyl-2-{(S)-2-[(S)-1-(2-chloro-4-nitro­benzoyl)pyrrolidin-2-yl]-2-hy­droxy­eth­yl}deca­hydro­iso­quinoline-3-carboxamide
title_sort crystal structure and absolute configuration of (3s,4as,8as)-n-tert-butyl-2-[(s)-3-(2-chloro-4-nitro­benzamido)-2-hy­droxy­prop­yl]deca­hydro­isoquinoline-3-carboxamide and (3s,4as,8as)-n-tert-butyl-2-{(s)-2-[(s)-1-(2-chloro-4-nitro­benzoyl)pyrrolidin-2-yl]-2-hy­droxy­eth­yl}deca­hydro­iso­quinoline-3-carboxamide
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4645022/
https://www.ncbi.nlm.nih.gov/pubmed/26594520
http://dx.doi.org/10.1107/S2056989015020046
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