(1R,2S,4S,11S)-4-Isopropyl-1-methyl-2-([alpha]-N-morpholino-3-methoxybenzyl)cyclohexan-3-one

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.

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