(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, vol.53, pp.1466-1468, 1997 (Journal Indexed in SCI) identifier identifier

  • Publication Type: Article / Article
  • Volume: 53
  • Publication Date: 1997
  • Doi Number: 10.1107/s0108270197005064
  • Title of Journal : ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS
  • Page Numbers: pp.1466-1468

Abstract

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.