Crystal structure of (E)-13-(pyrimidin-5-yl)parthenolide

Acta Crystallographica Section E: Crystallographic Communications

Sean Parkin¹  Shobanbabu Bommagani²  Narsimha R. Penthala²  Peter A. Crooks² 

[1] Dept. of Chemistry, University of Kentucky, Lexington KY 40506, USA;Dept. of Pharm. Sciences, College of Pharmacy, University of Arkansas for Medical Sciences, Little Rock, AR 72205, USA;

关键词: crystal structure;    parthenolide;    pyrimidine;    Heck product;   

DOI  :  10.1107/S2056989015021507

来源: DOAJ

【 摘 要 】

The title compound, C19H22N2O3, {systematic name (1aR,4E,7aS,8E,10aS,10bR)-1a,5-dimethyl-8-[(pyrimidin-5-yl)methylidene]-2,3,6,7,7a,8,10a,10b-octahydrooxireno[2′,3′:9,10]cyclodeca[1,2-b]furan-9(1aH)-one} was obtained from the reaction of parthenolide [systematic name (1aR,7aS,10aS,10bR,E)-1a,5-dimethyl-8-methylene-2,3,6,7,7a,8,10a,10b-octahydrooxireno[2′,3′:9,10]cyclodeca[1,2-b]furan-9(1aH)-one] with 5-bromopyrimidine under Heck reaction conditions, and was identified as an E isomer. The molecule possesses ten-, five- (lactone) and three-membered (epoxide) rings with a pyrimidine group as a substituent. The ten-membered ring displays an approximate chair–chair conformation, while the lactone ring shows a flattened envelope-type conformation. The dihedral angle between the pyrimidine moiety and the lactone ring system is 29.43 (7)°.

【 授权许可】

Unknown