酰基供体对动态动力学拆分1-四氢萘胺的影响

化工进展

酰基供体对动态动力学拆分1-四氢萘胺的影响

戴晓庭，孟枭，徐刚，吴坚平，杨立荣

浙江大学化学工程与生物工程学系生物工程研究所，浙江杭州 310027

出版日期:2014-09-05 发布日期:2014-09-05

Influence of acyl donor in dynamic kinetic resolution of 1-aminotetralin

DAI Xiaoting，MENG Xiao，XU Gang，WU Jianping，YANG Lirong

Department of Chemical and Biological Engineering，Zhejiang University，Hangzhou 310027，Zhejiang，China

Online:2014-09-05 Published:2014-09-05

摘要/Abstract

摘要： 采用新型消旋催化剂耦合Novozym 435成功构建1-四氢萘胺的动态动力学拆分体系用于制备光学纯(R)-1-四氢萘胺。该反应存在着自催化酰胺化反应，会降低反应的对映体选择性。从改变酰基供体结构的角度出发来抑制这种自催化酰胺化反应，考察了不同酸部以及不同醇部的酰基供体对1-四氢萘胺动态动力学拆分反应的影响，发现随着酰基供体结构变得复杂，1-四氢萘胺动态动力学拆分反应结果也相应变得越好，当采用戊酸对氯苯酯作为酰基供体时，动态动力学拆分反应结果就可达到最佳，即转化率>99%，光学纯度eeP>99%。

关键词: 动态动力学拆分, Novozym 435, 1-四氢萘胺, 酰基供体, 动态动力学拆分, Novozym 435, 1-四氢萘胺, 酰基供体

Abstract: Enantiomerically pure (R)-1-aminotetralin was prepared by dynamic kinetic resolution using a system of novel racemization catalyst combined with Novozym 435. The autocatalytic amidation reaction in the process would reduce the eeP value of the reaction. The autocatalytic amidation reaction was suppressed by changing the structure of acyl donor. The influence of acyl donor with different acid moieties and different alcohol moieties was investigated. As acyl donor became complicated，the dynamic kinetic resolution result of 1-aminotetralin could also become better. While using 4-chlorophenyl valerate as acyl donor，dynamic kinetic resolution could reach the best result with eeP value > 99% and conversion > 99%.

Key words: dynamic kinetic resolution, Novozym 435, 1-aminotetralin, acyl donor, dynamic kinetic resolution, Novozym 435, 1-aminotetralin, acyl donor

戴晓庭，孟枭，徐刚，吴坚平，杨立荣 . 酰基供体对动态动力学拆分1-四氢萘胺的影响[J]. 化工进展.

DAI Xiaoting，MENG Xiao，XU Gang，WU Jianping，YANG Lirong. Influence of acyl donor in dynamic kinetic resolution of 1-aminotetralin[J]. Chemical Industry and Engineering Progree.