Synthesis of the α-hydroxy-analogues of S-benzylcysteine and cysteine
- 1 January 1970
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society C: Organic
- Vol. 18 (18) , 2475-2478
- https://doi.org/10.1039/j39700002475
Abstract
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.Keywords
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