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1.3.2.2.1.1 Amide Synthesis

DOI: 10.1055/sos-SD-214-00139

Rodríguez-Mata, M.; Gotor-Fernández, V.Science of Synthesis: Biocatalysis in Organic Synthesis, (20151203.

The hydrolase-catalyzed acylation of racemic amines has allowed the stereoselective production of a huge number of optically active amides.[‌17‌] Ethyl acetate or alkyl methoxyacetates have been widely employed as acyl donors and/or solvents due to their low cost, ease of handling, and usefulness as organic solvents in biotransformations; the alkyl methoxyacetates are key to an efficient fast acylation as the methoxy substituent increases the carbonyl activity and, therefore, the initial acylation rate. Moreover, in contrast to the reaction with other highly activated acyl donors, such as trichloroacetic acid esters, nonenzymatic side reactions do not take place.[‌91‌]

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References