| Abstract: | The relative configuration of the enantiomers of thioridazine was defined to explore the stereochemistry associated with the selective binding of (?)-thioridazine to dopamine D-1 receptors and (+)-thioridazine to D-2 receptors. Using a seven-step stereoconservative synthesis, (?)-(S)-2-piperidinecarboxylic acid was converted to (?)-(S*)-2-(2-chloroethyl)-1-methylpiperidine, a literature (?)-thioridazine synthetic precursor. Accordingly, (?)- and (+)-thioridazine are the (S)- and (R)-enantiomers, respectively. |
