2‐Ethyl‐1,3‐dioxo‐2,3,3a,4,7,7a‐hexahydro‐1H‐isoindole‐4‐carboxylic acid

The Diels–Alder cycloaddition reactions between deactivated dienes and electron‐deficient dienophiles are generally known to be thermodynamically disfavoured but when low solvent volumes were used for the reaction, the cycloaddition of 4‐(bromomethyl)phenoxymethyl polystyrene‐bound (E)‐1,3‐butadiene...

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Veröffentlicht in:Acta crystallographica. Section E, Structure reports online Structure reports online, 2007-07, Vol.63 (7), p.o3240-o3240
Hauptverfasser: Mutikainen, Ilpo, Kiriazis, Alexandros, Leikoski, Tuomo, Yli‐Kauhaluoma, Jari
Format: Artikel
Sprache:eng
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Zusammenfassung:The Diels–Alder cycloaddition reactions between deactivated dienes and electron‐deficient dienophiles are generally known to be thermodynamically disfavoured but when low solvent volumes were used for the reaction, the cycloaddition of 4‐(bromomethyl)phenoxymethyl polystyrene‐bound (E)‐1,3‐butadiene‐1‐carboxylic acid with N‐ethylmaleimide gave the title compound, C11H13NO4, in good yield. The molecules are connected through hydrogen bonds between the carboxyl group and one exocyclic carbonyl oxygen. The title compound is interesting in medicinal chemistry since related compounds are known to increase the blood platelet count in thrombocytopenia and to possess anticonvulsant activity.
ISSN:1600-5368
1600-5368
DOI:10.1107/S1600536807027900