新型酰基供体用于酶法动力学拆分制备(R)-1-(2-萘基)乙胺的研究有机化学.pdfVIP

DOI: 10.6023/cjoc1105101 研究论文 有机化学 Chinese Journal of Organic Chemistry ARTICLE 新型酰基供体用于酶法动力学拆分制备(R)-1-(2-萘基)乙胺的研究 符思敏 徐 刚* 陈永军 吴坚平 杨立荣 (浙江大学化学工程与生物工程学系 杭州 310027) 摘要 首次成功实现了光学纯(R)-1-(2-萘基) 乙胺的高效酶法动力学拆分制备, 考察了脂肪酶种类、溶剂、酰基供体、 底物浓度、反应温度等对拆分效果的影响, 发现新型酰基供体——正戊酸对氯苯酯能够很好地抑制非酶促自催化酰胺 化效应. 在甲苯溶剂中, 底物浓度 300 mmol/L, 40 ℃条件下, 采用该供体在脂肪酶 Novozym 435 催化下, 动力学拆分 反应 8 h 转化率达到理论最佳值 50%, eep ＞99%. 关键词 (R)-1-(2-萘基) 乙胺; 正戊酸对氯苯酯; Novozym 435; 酶动力学拆分 Preparation of (R)-1-(2-Naphthyl)ethylamine by Enzymatic Kinetic Resolution with A New Acyl Donor Fu, Simin Xu, Gang* Chen, Yongjun Wu, Jianping Yang, Lirong (Department of Chemical and Biological Engineering, Zhejiang University, Hangzhou 310027) Abstract Enantiomerically pure (R)-1-(2-naphthyl)ethylamine was firstly prepared by an efficient enzymatic kinetic resolu- tion process. The effects of lipases, solvents, acyl donors, substrate concentration and temperature on the reaction were inves- tigated. It was found that as the acyl donor, 4-chlorophenyl valerate could effectively inhibit the non-selective amidation reac- tion. The optimal solvent, amine concentration and temperature were toluene, 300 mmol/L and 40 ℃, respectively. Under the optimal conditions mentioned above, an excellent ee value ( ＞99%) at high conversion (50%) in 8 h could be achieved on the p kinetic resolution reaction catalyzed by Novozym 435 with the new acyl donor. Keyword (R)-1-(2-naphthyl) ethylamine; 4-chlorophenyl valerate; Novozym 435; enzymatic kinetic resolution (R)-l-(2-萘基) 乙胺是合成冠状病毒 PLpro 蛋白酶抑