The WebWare molecules of the month for March are the enantiomers of guaifenesin. The synthesis of the guaifenesin racemate and of the enantiomers is described in the paper by Stabile and Dicks, "Semi-Microscale Williamson Ether Synthesis and Simultaneous Isolation of an Expectorant from Cough Tablets". Guaifenesin [3-(2-methoxyphenoxy)-1,2-propanediol] is used as an expectorant in a number of commercially available cough medicines.
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