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Absolute configuration of odorine

التكوين المطلق للرائحة
Authors: Hoong‐Kun Fun; Suchada Chantrapromma; Orapun Yodsaoue; Chatchanok Karalai;

Absolute configuration of odorine

Abstract

Le composé du titre, connu sous le nom d'odorine ou de roxburghiline {nom systématique : (S)-N-[(R) -1-cinnamoylpyrrolidin-2-yl] -2-méthyl-butanamide}, C18H24N2O2, est un composé nitrogène isolé à partir des feuilles d'Aglaia odorata. La configuration absolue a été déterminée par affinement du paramètre Flack avec des données collectées en utilisant le rayonnement Cu Kα montrant que les positions 2 et 2′ sont S et R, respectivement. Le cycle pyrrolidine adopte une conformation enveloppe. Dans le cristal, lesmolécules sont liées en chaînes le long de [010] par desliaisons hydrogènesinter-moléculairesN—H 0.

El compuesto del título, conocido como odorina o roxburghilina {nombre sistemático: (S)-N-[(R) -1-cinamoilpirrolidin-2-il] -2-metilbutanamida}, C18H24N2O2, es un compuesto nitrogenado aislado de las hojas de Aglaia odorata. La configuración absoluta se determinó mediante el refinamiento del parámetro Flack con datos recopilados utilizando radiación Cu Kα que muestran que las posiciones 2 y 2'son S y R, respectivamente. El anillo de pirrolidina adopta una conformación de envoltura. En el cristal, lasmoléculas están unidas en cadenas a lo largo de [010] por enlaces de hidrógeno N-H-O intermoleculares.

The title compound, known as odorine or roxburghiline {systematic name: (S)-N-[(R)-1-cinnamoylpyrrolidin-2-yl]-2-methyl­butanamide}, C18H24N2O2, 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.

المركب الرئيسي، المعروف باسم الرائحة أو روكسبورغيلين {اسم منهجي: (S )-N-[( R )-1 -سينامويل بيروليدين-2 -يل ]-2 -ميثيل بيوتاناميد}، C18H24N2O2، هو مركب نيتروجيني معزول عن أوراق Aglaia odorata. تم تحديد التكوين المطلق من خلال تنقيح معلمة Flack مع البيانات التي تم جمعها باستخدام إشعاع Cu Kα الذي يوضح المواضع 2 و 2′ لتكون S و R، على التوالي. تتبنى حلقة البيروليدين شكلًا مغلفًا. في البلورة، ترتبط الجزيئات في سلاسل على طول [010] بواسطة روابط هيدروجينية N - H-O بين الجزيئات.

Keywords

Organic chemistry, Crystal (programming language), Organic Papers, Pyrrolidine, Biological Activity of Diterpenoids and Biflavonoids, Bioactive Limonoids in Medicinal Plants, Stereochemistry, Biochemistry, Genetics and Molecular Biology, Health Sciences, Total Synthesis, Absolute configuration, Molecular Biology, Pharmacology, Hydrogen bond, Envelope (radar), Crystallography, Radar, Molecule, Life Sciences, Ring (chemistry), Computer science, Programming language, Chemistry, QD901-999, Chromones and Flavonoids in Medicinal Chemistry, Telecommunications, Medicine

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selected citations
These citations are derived from selected sources.
This is an alternative to the "Influence" indicator, which also reflects the overall/total impact of an article in the research community at large, based on the underlying citation network (diachronically).
BIP!Citations provided by BIP!
popularity
This indicator reflects the "current" impact/attention (the "hype") of an article in the research community at large, based on the underlying citation network.
BIP!Popularity provided by BIP!
influence
This indicator reflects the overall/total impact of an article in the research community at large, based on the underlying citation network (diachronically).
BIP!Influence provided by BIP!
impulse
This indicator reflects the initial momentum of an article directly after its publication, based on the underlying citation network.
BIP!Impulse provided by BIP!
2
Average
Average
Average
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gold