化工进展
化工進展
화공진전
CHEMICAL INDUSTRY AND ENGINEERING PROGRESS
2014年
9期
2421-2424
,共4页
戴晓庭%孟枭%徐刚%吴坚平%杨立荣
戴曉庭%孟梟%徐剛%吳堅平%楊立榮
대효정%맹효%서강%오견평%양립영
动态动力学拆分%Novozym 435%1-四氢萘胺%酰基供体
動態動力學拆分%Novozym 435%1-四氫萘胺%酰基供體
동태동역학탁분%Novozym 435%1-사경내알%선기공체
dynamic kinetic resolution%Novozym 435%1-aminotetralin%acyl donor
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%。
採用新型消鏇催化劑耦閤Novozym 435成功構建1-四氫萘胺的動態動力學拆分體繫用于製備光學純(R)-1-四氫萘胺。該反應存在著自催化酰胺化反應,會降低反應的對映體選擇性。從改變酰基供體結構的角度齣髮來抑製這種自催化酰胺化反應,攷察瞭不同痠部以及不同醇部的酰基供體對1-四氫萘胺動態動力學拆分反應的影響,髮現隨著酰基供體結構變得複雜,1-四氫萘胺動態動力學拆分反應結果也相應變得越好,噹採用戊痠對氯苯酯作為酰基供體時,動態動力學拆分反應結果就可達到最佳,即轉化率>99%,光學純度eeP>99%。
채용신형소선최화제우합Novozym 435성공구건1-사경내알적동태동역학탁분체계용우제비광학순(R)-1-사경내알。해반응존재착자최화선알화반응,회강저반응적대영체선택성。종개변선기공체결구적각도출발래억제저충자최화선알화반응,고찰료불동산부이급불동순부적선기공체대1-사경내알동태동역학탁분반응적영향,발현수착선기공체결구변득복잡,1-사경내알동태동역학탁분반응결과야상응변득월호,당채용무산대록분지작위선기공체시,동태동역학탁분반응결과취가체도최가,즉전화솔>99%,광학순도eeP>99%。
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%.