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

doi:10.1016/S0040-4020(99)00724-3

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

^*Corresponding author for this work

BT/Bioprocess Engineering

Research output: Contribution to journal › Article › Scientific › peer-review

44 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 language	English
Pages (from-to)	12411-12418
Number of pages	8
Journal	Tetrahedron
Volume	55
Issue number	42
DOIs	https://doi.org/10.1016/S0040-4020(99)00724-3
Publication status	Published - 15 Oct 1999

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title = "Exploration of lipase-catalyzed direct amidation of free carboxylic acids with ammonia in organic solvents",

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.",

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T1 - Exploration of lipase-catalyzed direct amidation of free carboxylic acids with ammonia in organic solvents

AU - Litjens, Mike J.J.

AU - Straathof, Adrie J.J.

AU - Jongejan, Jaap A.

AU - Heijnen, Joseph J.

PY - 1999/10/15

Y1 - 1999/10/15

N2 - 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.

AB - 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.

UR - http://www.scopus.com/inward/record.url?scp=0033570244&partnerID=8YFLogxK

U2 - 10.1016/S0040-4020(99)00724-3

DO - 10.1016/S0040-4020(99)00724-3

M3 - Article

AN - SCOPUS:0033570244

SN - 0040-4020

VL - 55

SP - 12411

EP - 12418

JO - Tetrahedron

JF - Tetrahedron

IS - 42

ER -

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

Abstract

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