Crystal structure of (1S2R4R9S11S12R)-9α-hy­droxy-48-dimethyl-12-(thio­morpholin-4-yl)meth­yl-314-dioxatri­cyclo­9.3.0.024tetra­dec-7-en-13-one

摘要

The title compound, C19H29NO4S, was synthesised from 9α-hy­droxy­parthenolide (9α-hy­droxy-4,8-dimethyl-12-methyl­ene-3,14-dioxatri­cyclo­[9.3.0.0^2,4]tetra­dec-7-en-13-one), which was isolated from the chloro­form extract of the aerial parts of the plant Anvillea radiata. The mol­ecule is built up from two fused five- and ten-membered rings, with an additional ep­oxy ring system and a thio­morpholine group as a substituent. The ten-membered ring adopts an approximate chair–chair conformation, while the thio­morpholine ring displays a chair conformation and the five-membered ring has an envelope conformation, with the C atom closest to the hy­droxy group forming the flap. An intra­molecular O—H⋯N hydrogen bond closes an S(8) ring. The crystal structure features weak C—H⋯O hydrogen-bonding inter­actions, which link the mol­ecules into [010] chains.