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

Exploration of lipase-catalyzed direct amidation of free carboxylic acids with ammonia in organic solvents
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DOI:
10.1016/s0040-4020(99)00724-3
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发表时间:
1999-10-15
期刊:
影响因子:
2.1
通讯作者:
Heijnen, JJ
Heijnen, JJ
中科院分区:
化学3区
文献类型:
--
作者:
Litjens, MJJ;Straathof, AJJ;Heijnen, JJ

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游离羧酸的脂肪酶催化的直接酰胺化是可能的与氨在有机溶剂中。对于作为模型化合物的丁酸,尽管丁酸铵沉淀,但反应进行良好,条件是丁酸和氨的添加摩尔量在相同范围内。铵盐的加入是确保合适氨浓度的一种方便的方法。使用Candidaanastricica脂肪酶B作为生物催化剂,酰胺化对各种羧酸进行良好,并且在4-甲基辛酸的酰胺化中是非常对映选择性的。(C)1999 Elsevier Science Ltd.保留所有权利。
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. (C) 1999 Elsevier Science Ltd. All rights reserved.