61227-18-7Relevant articles and documents
Novel Enzymatic De-esterification Studies on Substituted Polyacetoxybenzamides
Parmar, Virinder S.,Kumar, Ajay,Prasad, Ashok K.,Kumar, Rajesh,Bisht, Kirpal S.,Poonam,Jain, Subhash C.,Olsen, Carl E.
, p. 810 - 822 (2007/10/03)
The regioselective capabilities of porcine pancreatic lipase in tetrahydrofuran and Candida rugosa lipase in diisopropyl ether have been investigated for selective deacetylation of peracetates of primary, secondary and tertiary amides of 2-hydroxy-, 2,4-dihydroxy-, 2,5-dihydroxy-, 3,5-dihydroxy- and 3,4,5-trihydroxybenzoic acids. The lipases exhibit random selectivity for the deacetylation of ortho-, meta- and para-acetoxy functions of di/triacetoxybenzamides leading to the formation of the corresponding partially and/or completely deacetylated benzamides. The amide group of all substrates under investigation remains inert to enzymatic hydrolysis. The results of deesterification are in good agreement with our earlier proposed mechanism of action of porcine pancreatic lipase on diaryl or aryl alkyl ketones in organic solvents.