β-Chlorolactic acid was condensed with toluene-α-thiol to give 2-hydroxy-3-benzylthiopropanoic acid. The optical isomers were prepared by resolution with brucine and quinine. Removal of benzyl groups yielded (+)- and (–)-2-hydroxy-3-mercaptopropanoic acid. Desulphurization with Raney nickel gave (+)- and (–)-lactic acid. Configuration and optical purity of all isomers have been determined.
D. B. Hope and M. Wälti, J. Chem. Soc. C, 1970, 2475 DOI: 10.1039/J39700002475
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