Exploration of lipase-catalyzed direct amidation of free carboxylic acids with ammonia in organic solvents

Mike J.J. Litjens, Adrie J.J. Straathof, Jaap A. Jongejan, Joseph J. Heijnen

Research output: Contribution to journalArticleScientificpeer-review

40 Citations (Scopus)

Abstract

Lipase-catalyzed direct amidation of free carboxylic acids is possible with ammonia in organic solvents. For butyric acid as a model compound the reaction proceeds well despite precipitation of ammonium butyrate, provided that the added molar amounts of butyric acid and ammonia are in the same range. The addition of ammonium salts is a convenient way to ensure suitable ammonia concentrations. Using Candida antarctica lipase B as the biocatalyst, the amidation proceeds well for various carboxylic acids and is very enantioselective in the amidation of 4-methyloctanoic acid.

Original languageEnglish
Pages (from-to)12411-12418
Number of pages8
JournalTetrahedron
Volume55
Issue number42
DOIs
Publication statusPublished - 15 Oct 1999

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