Studies on Aromatic Basic Ethers with Antispasmodic Activity. III. Configuration of Alkyl or Aryl 3-(2-Methylpiperidino)-1-phenylpropyl Ether Derivatives

Abstract

Configurational analyses for the diastereoisomers of 1-chloro-3-(2-methylpiperidino)-1-phenylpropane (3α, 3β), alkyl or aryl 3-(2-methylpiperidino)-1-phenylpropyl ethers (C), and their quaternary bases (D) were carried out by measuring their nuclear magnetic resonance spectra. Each of amino chlorides (3α, 3β) and aminoethers (C) was found to be a single diastereoisomer. Quaternisation was found to introduce an axial methyl group into nitrogen of the piperidine ring.