立体化学の研究 第18報

dl-1-Phenyl-2-aminopropanethiolの合成と立体配位

抄録

The epimeric dl-1-phenyl-2-aminopropanethiols (threo-XI and erythro-XI), corresponding to thiol derivatives of norephedrine, were synthesized by various routes and their configurations were assigned from their formation mechanism and chemical properties. The substance of C₁₀H₁₁ONS, formed by the action of carbon disulfide and potassium hydroxide on epimeric dl-1-phenyl-2-aminopropanols (threo-I and erythro-I), was found from infrared spectra and reaction routes to be the epimeric dl-4-methyl-5-phenyloxazolidine-2-thione, with no change in the steric configuration, and not the epimeric dl-4-methyl-5-phenylthiazolidine-2-one (threo-XIV and erythro-XIV) obtained by one inversion.