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(RSS)-[N-Hydroxyethyloxy]-hexafluoroVal–MeLeu–Ala tert-butyl ester

The title compound [systematic name: (2S,5S,8R)-tert-butyl 8-(1,1,1,3,3,3-hexafluoropropan-2-yl)-12-hydroxy-5-isobutyl-2,6-dimethyl-4,7-dioxo-10-oxa-3,6,9-triazadodecanoate], C(21)H(36)F(6)N(3)O(6), is a tripeptide crystallizing in the chiral ortho­rhom­bic spacegroup P2(1)2(1)2(1). The absolute con...

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Autores principales: Eberle, Marcel K., Stoeckli-Evans, Helen, Keese, Reinhart
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2009
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2971084/
https://www.ncbi.nlm.nih.gov/pubmed/21578482
http://dx.doi.org/10.1107/S1600536809042974
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author Eberle, Marcel K.
Stoeckli-Evans, Helen
Keese, Reinhart
author_facet Eberle, Marcel K.
Stoeckli-Evans, Helen
Keese, Reinhart
author_sort Eberle, Marcel K.
collection PubMed
description The title compound [systematic name: (2S,5S,8R)-tert-butyl 8-(1,1,1,3,3,3-hexafluoropropan-2-yl)-12-hydroxy-5-isobutyl-2,6-dimethyl-4,7-dioxo-10-oxa-3,6,9-triazadodecanoate], C(21)H(36)F(6)N(3)O(6), is a tripeptide crystallizing in the chiral ortho­rhom­bic spacegroup P2(1)2(1)2(1). The absolute configuration (R) of the chiral center in the hexa­fluoro­valine unit is based on the known stereochemistry of MeLeu and Ala (SS). The N-hydroxy­ethyl­oxy substituent of hexa­fluoro­valine is positionally disordered [occupancy ratio 0.543 (9):0.457 (9)]. In the solid state structure there are N—H⋯F and N—H⋯O intra­molecular hydrogen bonds supporting the coiled structure of this tripeptide with the three hydro­phobic substituents on the outside.
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spelling pubmed-29710842010-12-30 (RSS)-[N-Hydroxyethyloxy]-hexafluoroVal–MeLeu–Ala tert-butyl ester Eberle, Marcel K. Stoeckli-Evans, Helen Keese, Reinhart Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound [systematic name: (2S,5S,8R)-tert-butyl 8-(1,1,1,3,3,3-hexafluoropropan-2-yl)-12-hydroxy-5-isobutyl-2,6-dimethyl-4,7-dioxo-10-oxa-3,6,9-triazadodecanoate], C(21)H(36)F(6)N(3)O(6), is a tripeptide crystallizing in the chiral ortho­rhom­bic spacegroup P2(1)2(1)2(1). The absolute configuration (R) of the chiral center in the hexa­fluoro­valine unit is based on the known stereochemistry of MeLeu and Ala (SS). The N-hydroxy­ethyl­oxy substituent of hexa­fluoro­valine is positionally disordered [occupancy ratio 0.543 (9):0.457 (9)]. In the solid state structure there are N—H⋯F and N—H⋯O intra­molecular hydrogen bonds supporting the coiled structure of this tripeptide with the three hydro­phobic substituents on the outside. International Union of Crystallography 2009-10-28 /pmc/articles/PMC2971084/ /pubmed/21578482 http://dx.doi.org/10.1107/S1600536809042974 Text en © Eberle et al. 2009 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
spellingShingle Organic Papers
Eberle, Marcel K.
Stoeckli-Evans, Helen
Keese, Reinhart
(RSS)-[N-Hydroxyethyloxy]-hexafluoroVal–MeLeu–Ala tert-butyl ester
title (RSS)-[N-Hydroxyethyloxy]-hexafluoroVal–MeLeu–Ala tert-butyl ester
title_full (RSS)-[N-Hydroxyethyloxy]-hexafluoroVal–MeLeu–Ala tert-butyl ester
title_fullStr (RSS)-[N-Hydroxyethyloxy]-hexafluoroVal–MeLeu–Ala tert-butyl ester
title_full_unstemmed (RSS)-[N-Hydroxyethyloxy]-hexafluoroVal–MeLeu–Ala tert-butyl ester
title_short (RSS)-[N-Hydroxyethyloxy]-hexafluoroVal–MeLeu–Ala tert-butyl ester
title_sort (rss)-[n-hydroxyethyloxy]-hexafluoroval–meleu–ala tert-butyl ester
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2971084/
https://www.ncbi.nlm.nih.gov/pubmed/21578482
http://dx.doi.org/10.1107/S1600536809042974
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