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


ERTAN M., YESILADA A., Tozkoparan B., TARIMCI C., KREBS B., LAGE M.

ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS, cilt.53, ss.1466-1468, 1997 (SCI-Expanded) identifier identifier

Özet

The title compound, C22H33NO3, was obtained by reacting (1R,4S)-2-(3-methoxybenzylidene)-1-methy-4-iso-propylcyclohexane-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 H-1 NMR spectral analyses, and the stereochemistry was obtained through an X-ray diffraction study. The absolute configurations of the four chiral centres were determined as 1R, 2S, 4S and 11S. Both the cyclohexane and N-morpholino rings were found to be in chair conformations.