An enantioselective esterification process was developed for the direct synthesis of (S) ‐ibuprofen ester prodrug from racemic ibuprofen by using 2‐N‐morpholinoethanol as an acyl acceptor and Candida rugosa lipase as the biocatalyst in organic solvents. By selecting cyclohexane as the best reaction...
Finally, when the distomer is converted to the eutomer in vivo—as seen above for ibuprofen and its analogs—it also becomes preferable to commercialize the racemate. Box 18.1 The Water-Soluble d, l-lysine Salt of Aspirine: A Success Story Based on Luck and Serendipity Before World War II...
An interface bioreactor was used for the enantioselective degradation of ( RS)-ibuprofen (IBU). An isolated yeast, Trichosporon cutaneum KPY 30802, preferentially degraded ( R)-IBU to accumulate ( S)-isomer. The addition of hydroquinone (10 mM) into a hydrophilic carrier was effective for the...
An enantioselective esterification process was developed for the direct synthesis of (S) -ibuprofen ester prodrug from racemic ibuprofen by using 2-N-morpholinoethanol as an acyl acceptor and Candida rugosa lipase as the biocatalyst in organic solvents. By selecting cyclohexane as the best reaction ...
The electrodialysis of pure rac-ibuprofen and the products of the enzymatic kinetic resolution of the profen were investigated in order to establish the best conditions for the separation of the ibuprofen from the ethyl esters. The enzymatic esterification of rac-ibuprofen with ethanol (used as ...
The results showed that the homochiral MOF column exhibited good chiral recognition ability toward six racemic compounds including amlodipine, ibuprofen, flurbiprofen, propranolol hydrochloride, chlorphenamine maleate and 1- p -chlorobenzylethanol. The homochiral MOF column also offered good reproducibility ...
Keywords: kinetic resolution; asymmetric esterification; 2-aryl-2-fluoropropanoic acids; fluorinated drugs; 2-fluoroibuprofen; ibuprofen 1. Introduction Recently, fluorinated compounds have grown in use in medicinal chemistry, because the insertion of a fluorine atom can dramatically change the metabolism...