有机相中酶催化1-苯基乙胺的不对称酰胺化反应  

Enzymatic resolution of 1-phenylethylamine by amidation reaction in organic medium

作　　者：徐刚[1] 戴军强[1] 吴坚平[1] 杨立荣[1] 

机构地区：[1]浙江大学化学工程与生物工程学系,浙江杭州310027

出　　处：《化工学报》2007年第7期1741-1745,共5页CIESC Journal

基　　金：国家自然科学基金项目(20336010;20606030)~~

摘　　要：在有机相中,对酶催化条件下的1-苯基乙胺酰胺化反应进行了研究。通过对酰基供体、酶、溶剂的筛选和酯量、底物胺浓度、酶量、摇床转速、反应温度等影响因素的考察,发现乙酸异丙烯酯为较佳的酰基供体,脂肪酶Novozym 435对该反应的催化活性和对映体选择性较高,甲苯为最适的介质,最适酯量为底物胺量的0.6倍,最佳底物胺浓度、酶量、摇床转速、温度分别为200mmol.L-1、4mg.ml-1、200r.min-1、30℃。在此优化条件下反应的对映体选择率(E)达到89。反应4h转化率为39%,产物的对映体过剩值(eep)为96%;反应10h转化率达到52.4%,底物的对映体过剩值(ees)为98%。The enzymatic resolution of 1-phenylethylamine by amidation reaction in organic medium was studied. Based upon the screening of acyl donors, enzymes and solvents, it was concluded that isopropyl acetate was the most suitable acyl donor and a small amount of NaHSOa can reduce side reactions. Novozym 435 showed both the highest catalytic activity and the highest enantioselectivity. Toluene was the most suitable medium for the reaction. The effects of ester concentration, amine concentration, enzyme concentration, shaking rate and temperature on the reaction were examined. The optimum ratio of amine to ester, amine concentration, enzyme concentration, shaking rate and temperature were 1 ： 0.6, 200 mmol·L^-1 , 4 mg ·ml^-1 , 200 r · min^-1 , 30℃, respectively. Under the optimal conditions mentioned above, E value was 89. A product enantiomeric excess excess （eep） of 96% was achieved with conversion of 39% after 4 h of reaction and a substrate enantiomeric （ees） of 98% was achieved with conversion of 52.4% after 10 h of reaction.

关 键 词：乙酸异丙烯酯 脂肪酶 Novozym 435 酰胺化反应 

分 类 号：TQ033[化学工程]