Although ibuprofen is sold as a racemic mixture, only the S enantiomer acts as an
Chapter 23, Problem 23.39(choose chapter or problem)
Although ibuprofen is sold as a racemic mixture, only the S enantiomer acts as an analgesic. In the body, however, some of the R enantiomer is converted to the S isomer by tautomerization to an enol and then protonation to regenerate the carbonyl compound. Write a stepwise mechanism for this isomerization. R isomer inactive enantiomer H HA CO2H S isomer active enantiomer H CO2H
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