ANTICHOLINERGIC AGENTS .3. SYNTHESIS AND CONFIGURATIONAL ASSIGNMENT OF THE 4 STEREOISOMERS OF 1-CYCLOHEXYL-1,2-EPOXY-1-PHENYL-3-PIPERIDYLPROPANE

The four stereoisomers of 1-cyclohexyl-1,2-epoxy-1-phenyl-3-piperidylp ropane which are putative muscarinic antagonists, have been synthesise d employing (S)- and (R)-1-cyclohexyl-1-phenyl-1,3-propanediol as chir al synthons. The relative configuration of the second chiral centre of the four isomers was deduced from NOE results and by finding identica l H-1 NMR spectra for one of the optically active intermediates and it s corresponding racemate of known relative stereochemistry.