Selective Synthesis of Unsaturated N-Acylethanolamines by Lipase-Catalyzed N-Acylation of Ethanolamine with Unsaturated Fatty Acids

被引:30
|
作者
Plastina, Pierluigi [1 ]
Meijerink, Jocelijn [1 ]
Vincken, Jean-Paul [2 ]
Gruppen, Harry [2 ]
Witkamp, Renger [1 ]
Gabriele, Bartolo [3 ]
机构
[1] Wageningen Univ, Div Human Nutr, NL-6700 EV Wageningen, Netherlands
[2] Wageningen Univ, Food Chem Lab, NL-6700 EV Wageningen, Netherlands
[3] Univ Calabria, Dipartimento Sci Farmaceut, I-87036 Cosenza, Italy
关键词
Acylation; enzymatic catalysis; lipase; unsaturated N-acylethanolamines; unsaturated fatty acids; ENZYMATIC-SYNTHESIS; AMIDE SURFACTANTS; CARBOXYLIC-ACIDS; IONIC LIQUIDS; SOLVENT; ANANDAMIDE; ENDOCANNABINOIDS; AMIDATION; PRESSURE; AMINES;
D O I
10.2174/157017809789124885
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The selective synthesis of unsaturated N-acylethanolamines 1b-6b by lipase-catalyzed direct condensation between unsaturated fatty acids 1a-6a and ethanolamine is reported. Reactions were carried out in hexane at 40 degrees C, in the presence of Candida antarctica Lipase B as the catalyst, to give the corresponding amides 1b-6b with yields ranging from 80 to 88%.
引用
收藏
页码:444 / 447
页数:4
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