Absolute configuration of odorine

The title compound, known as odorine or roxburghiline {systematic name: (S)-N-[(R)-1-cinnamoylpyrrolidin-2-yl]-2-methyl­butanamide}, C(18)H(24)N(2)O(2), is a nitro­genous compound isolated from the leaves of Aglaia odorata. The absolute configuration was determined by refinement of the Flack paramet...

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Detalles Bibliográficos
Autores principales: Fun, Hoong-Kun, Chantrapromma, Suchada, Yodsaoue, Orapun, Karalai, Chatchanok
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2010
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3007931/
https://www.ncbi.nlm.nih.gov/pubmed/21588760
http://dx.doi.org/10.1107/S1600536810034227
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author Fun, Hoong-Kun
Chantrapromma, Suchada
Yodsaoue, Orapun
Karalai, Chatchanok
author_facet Fun, Hoong-Kun
Chantrapromma, Suchada
Yodsaoue, Orapun
Karalai, Chatchanok
author_sort Fun, Hoong-Kun
collection PubMed
description The title compound, known as odorine or roxburghiline {systematic name: (S)-N-[(R)-1-cinnamoylpyrrolidin-2-yl]-2-methyl­butanamide}, C(18)H(24)N(2)O(2), is a nitro­genous compound isolated from the leaves of Aglaia odorata. The absolute configuration was determined by refinement of the Flack parameter with data collected using Cu Kα radiation showing positions 2 and 2′ to be S and R, respectively. The pyrrolidine ring adopts an envelope conformation. In the crystal, mol­ecules are linked into chains along [010] by inter­molecular N—H⋯O hydrogen bonds.
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spelling pubmed-30079312010-12-30 Absolute configuration of odorine Fun, Hoong-Kun Chantrapromma, Suchada Yodsaoue, Orapun Karalai, Chatchanok Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, known as odorine or roxburghiline {systematic name: (S)-N-[(R)-1-cinnamoylpyrrolidin-2-yl]-2-methyl­butanamide}, C(18)H(24)N(2)O(2), is a nitro­genous compound isolated from the leaves of Aglaia odorata. The absolute configuration was determined by refinement of the Flack parameter with data collected using Cu Kα radiation showing positions 2 and 2′ to be S and R, respectively. The pyrrolidine ring adopts an envelope conformation. In the crystal, mol­ecules are linked into chains along [010] by inter­molecular N—H⋯O hydrogen bonds. International Union of Crystallography 2010-08-28 /pmc/articles/PMC3007931/ /pubmed/21588760 http://dx.doi.org/10.1107/S1600536810034227 Text en © Fun et al. 2010 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
Fun, Hoong-Kun
Chantrapromma, Suchada
Yodsaoue, Orapun
Karalai, Chatchanok
Absolute configuration of odorine
title Absolute configuration of odorine
title_full Absolute configuration of odorine
title_fullStr Absolute configuration of odorine
title_full_unstemmed Absolute configuration of odorine
title_short Absolute configuration of odorine
title_sort absolute configuration of odorine
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3007931/
https://www.ncbi.nlm.nih.gov/pubmed/21588760
http://dx.doi.org/10.1107/S1600536810034227
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AT karalaichatchanok absoluteconfigurationofodorine

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