organic compounds
The title compound, C22H33NO3, was obtained by reacting 1R,4S-2-(3-methoxybenzylidene)-1-methyl-4-isopropylcyclohexane-3-one (E/Z 68/31%), obtained from (-)-menthone and 3-methoxybenzaldehyde by Clasien-Schmidt condensation, with morpholine by Michael-type addition. The structure was elucidated by IR and 1H NMR spectral analyses, and the stereochemistry was obtained through an X-Ray diffraction study. The absolute configurations of the four chiral centers were determined as 1R, 2S, 4S and 11S. Both the cyclohexane and N-morpholino rings were found to be in chair conformations.
Supporting information
Crystallographic Information File (CIF) | |
Structure factor file (SHELXL table format) |
CCDC reference: 129213