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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:
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
Descripción
Sumario: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.