TY - JOUR
T1 - (11R)-13-Dimethylammonio-11,13-dihydro-4,5-epoxycostunolide semifumarate
AU - Neelakantan, Sundar
AU - Parkin, Sean
AU - Crooks, Peter A.
PY - 2009
Y1 - 2009
N2 - Crystals of the title salt, C17H28NO 3+·C4H3O4-, were obtained by reacting parthenolide with dimethylamine followed by conversion of the amine adduct into a water-soluble fumarate salt. Subsequent crystallization of the fumarate salt from water afforded colorless orthorhombic crystals. The amine addition is highly stereospecific yielding exclusively a single diastereomer with R-configuration at the newly formed C-11 chiral carbon. In the crystal, intermolecular O?H⋯O and N?H⋯O hydrogen bonds help to establish the packing.
AB - Crystals of the title salt, C17H28NO 3+·C4H3O4-, were obtained by reacting parthenolide with dimethylamine followed by conversion of the amine adduct into a water-soluble fumarate salt. Subsequent crystallization of the fumarate salt from water afforded colorless orthorhombic crystals. The amine addition is highly stereospecific yielding exclusively a single diastereomer with R-configuration at the newly formed C-11 chiral carbon. In the crystal, intermolecular O?H⋯O and N?H⋯O hydrogen bonds help to establish the packing.
UR - https://www.scopus.com/pages/publications/67650812605
UR - https://www.scopus.com/pages/publications/67650812605#tab=citedBy
U2 - 10.1107/S1600536809021941
DO - 10.1107/S1600536809021941
M3 - Article
C2 - 21582849
AN - SCOPUS:67650812605
SN - 1600-5368
VL - 65
SP - o1569
JO - Acta Crystallographica Section E: Structure Reports Online
JF - Acta Crystallographica Section E: Structure Reports Online
IS - 7
ER -