Key Laboratory of Molecular Enzymology and Engineering of Ministry of Education, School of Life Sciences, Jilin University, Changchun, China.
Department of Nuclear Medicine, the First Hospital of Jilin University, Changchun, China.
Biotechnol Appl Biochem. 2023 Feb;70(1):130-136. doi: 10.1002/bab.2335. Epub 2022 Apr 4.
N'-alkyl benzohydrazides are classic organic compounds that have been widely utilized in organic chemistry. In this study, an efficient method was developed for the synthesis of N'-alkyl benzohydrazides by hydrazine insertion catalyzed by lipase. Under the optimal conditions (Morita-Baylis-Hillman ketone [1 mmol], phenylhydrazine [1.3 mmol], N,N-dimethylformamide [2 ml], lipase [20 mg], room temperature, 12 h), satisfactory yields (71-97%) and substrate tolerance were obtained when porcine pancreatic lipase was used as biocatalyst. These findings imply the great potential for the lipase-catalyzed synthesis of N'-alkyl benzohydrazides and extend the utilization of lipase in organic chemistry.
N'- 烷基苯甲酰肼是经典的有机化合物，在有机化学中得到了广泛的应用。在这项研究中，开发了一种通过脂肪酶催化肼插入合成 N'- 烷基苯甲酰肼的有效方法。在最优条件下（[1 mmol]莫立特-贝利斯-希尔曼酮、[1.3 mmol]苯肼、[2 ml]N,N-二甲基甲酰胺、[20 mg]脂肪酶、室温、12 小时），使用猪胰脂肪酶作为生物催化剂时，获得了令人满意的收率（71-97%）和底物耐受性。这些发现表明脂肪酶催化合成 N'- 烷基苯甲酰肼具有巨大的潜力，并扩展了脂肪酶在有机化学中的应用。
