无溶剂体系脂肪酶动力学拆分2-辛醇及产物的非均相共沸蒸馏提取

Kinetics resolution of 2-octanol by lipase in solvent-free system and separation of the product via azeotropic distillation

为了提高脂肪酶在非水相中对手性仲醇的拆分效率,以2-辛醇为模式底物,建立了以辛酸为酰基供体的无溶剂脂肪酶动力学拆分手性仲醇的反应体系,采用1.5∶1的酸醇摩尔比,45℃条件下反应12 h,2-辛醇的转化率达到49.9%,并且S-2-辛醇的对映体过量率e.e.s=98.2%,反应的对映体比率E>600。利用脂肪族仲醇与水形成共沸物的特性,通过非均相共沸蒸馏的方法提取拆分得到的手性仲醇,S-2-辛醇的光学纯度并未降低,并且产率大于90%,产品纯度大于98%。

In order to enhance the efficiency of the kinetics resolution of secondary alcohols by lipase in non-aqueous phase, a solvent-free system was established using 2-octanol and octanoic acid as the model substrate and the acyl donor, respectively. When the reaction was carried out with n（ acid）∶n（ alcohol）=1.5∶1 at 45 ℃ for 12 h, the （ S）-2-octanol was obtained in e. e.=98.2% and the enantiomeric ratio reached E＆gt;600. The ability of aliphatic secondary alcohols to form an azeotrope with water was exploited to distill the enantiomerically pure secondary alcohol from the solvent-free system. The ee value of S-2-octanol was perfectly maintained. Furthermore, the yield and the purity of （ S）-2-octanol were more than 90% and 98%, respectively.