Abstract: | Diastereomeric cis- and trans-tetrahydro-4-aryl-3-(dimethylamino)methyl]-2H-pyranols derived from 3-(dimethylamino)methyl]tetrahydro-4H-pyran-4-one ( 5 ), have been prepared and their configurations were established on the basis of ir data. The biologically more potent trans isomer 3 was resolved into its optical antipodes and the absolute stereochemistry of one of the enantiomers 14 , was determined by X-ray crystallography. Some of the compounds showed analgesic activity comparable to codeine. |