有机相中利用脂肪酶催化的醇解反应拆分炔丙醇酮乙酸酯-催化学报.PDF

2010 Chinese Journal of Catalysis Vol. 31 No. 2 文章编号: 0253-9837(2010)02-0225-04 DOI : 10.3724/SP.J.1088.2010.90831 研究论文: 225~228 有机相中利用脂肪酶催化的醇解反应拆分炔丙醇酮乙酸酯 程咏梅, 吴坚平, 徐 刚, 杨立荣 浙江大学化学工程与生物工程系, 浙江杭州 310027 摘要：研究了有机相中脂肪酶催化的炔丙醇酮乙酸酯的立体选择性醇解反应, 考察了碱的种类、酰基受体和溶剂等对反应的影 响. 结果表明, 以四氢呋喃为溶剂, CH o OH 为酰基受体, Lipase PLG 脂肪酶为催化剂, Na CO 为碱性添加剂, 高底物浓度下 40 C 3 2 3 反应 96 h 后, 底物转化率和产物 ee 值分别达到 49.5% 和 99.5%. 碱的添加极大地提高了反应速度. 关键词：脂肪酶; 炔丙醇酮; 炔丙醇酮乙酸酯; 醇解; 碱性添加剂 中图分类号：O643/Q55 文献标识码：A Kinetic Resolution of (RS)-4-Hydroxy-3-methyl-2-(2′-propynyl)-2-cyclopente- none Acetate by Lipase-Catalyzed Alcoholysis in Organic Media * CHENG Yongmei, WU Jianping, XU Gang, YANG Lirong Department of Chemical and Biochemical Engineering, Zhejiang University, Hangzhou 310027, Zhejiang, China Abstract: Kinetic resolution of (RS)-4-hydroxy-3-methyl-2-(2′-propynyl)-2-cyclopentenone (HMPC) acetate was carried out successfully by lipase-catalyzed alcoholysis in organic media. Using tetrahydrofuran as the solvent, methanol as the acyl acceptor, and lipase PLG as the catalyst, the conversion of substrate and the ee value of product were 49.5% and 99.5%, respectively, after 96 h reaction at 40 oC and high substrate concentration. It is noteworthy that basic additives can significantly promote the reaction. Key words: lipase; (RS)-4-hydroxy-3-methyl-2-(2′-propynyl)-2-cyclopentenone; (RS)-4-hydroxy-3-met