Development of a Practical Enzymatic Synthesis of Isosorbide-2-acetate,Organic Process Research & Development

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Development of a Practical Enzymatic Synthesis of Isosorbide-2-acetate
Organic Process Research & Development ( IF 3.1 ) Pub Date : 2018-10-16 00:00:00 , DOI: 10.1021/acs.oprd.8b00310
Shi-Guo Zhu ₁ , Jia-Xin Huang ₂ , Gui-Min Zhang ₃ , Shao-Xin Chen ₄ , Fu-Li Zhang _{1,

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Affiliation

Using immobilized lipase, we developed an enzymatic synthesis of isosorbide-2-acetate (1), a key intermediate in the preparation of isosorbide-5-mononitrate. 1 was prepared in high yield (∼92%) with excellent regioselectivity (>99.5% d.e.) through hydrolysis (Novozym 435) or alcoholysis (lipase PS IM) of isosorbide-2,5-diacetate. The conditions for the enzymatic process were optimized. The substrate concentration could be 400–500 g/L, and the enzyme to substrate ratio was <10 wt %. The feasibility of enzyme recycling was also demonstrated. In addition, the enzymatic process was carried out on a kilogram scale and was proved to be scalable, efficient, and economical.

中文翻译：

实用的酶法合成2-乙酸异山梨酯的进展

使用固定化的脂肪酶，我们开发了异山梨醇-2-乙酸酯的酶促合成方法（1），这是制备异山梨醇-5-单硝酸酯的关键中间体。1在高收率（〜92％）与异山梨醇-2,5-二乙酸酯的优良的区位选择性（> 99.5％DE）通过水解（诺维信435）或醇（脂肪酶PS IM）制备。优化了酶促工艺的条件。底物浓度可能为400–500 g / L，酶与底物的比例为<10 wt％。还证明了酶循环的可行性。另外，酶促过程以千克规模进行，并且被证明是可扩展的，有效的和经济的。

更新日期：2018-10-16

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