摘要
以a-乙酰-γ-丁内酯为起始原料与碘甲烷反应合成化合物II;化合物II与氢溴酸反应水解溴代化合物III;化合物III再与溴素反应得到二溴代产物IV;化合物IV与苄胺关环得到化合物V;化合物V在转氨酶作用下,甲胺作为氨源,得到ee值99.5%以上的化合物I。考察催化剂、酶催化剂、物质的量比、反应温度对反应的影响,考察氢溴酸、溴素的回收利用情况。结果表明:化合物II的最佳工艺条件为碳酸钠为催化剂,碘甲烷为甲基化试剂,化合物III的最佳工艺条件氢溴酸既做反应试剂同时也作为溶剂;化合物IV最佳工艺条件酸性条件下溴素溴代得到二溴产物;化合物V的最佳工艺条件是与苄胺直接反应得到产物;化合物I的最佳工艺条件是常温下酶转化得到手性产品。
a-Acetyl-γ-butyrolactone was used as the starting material to react with methyl iodide to synthesize compound II;Compound II reacts with hydrobromic acid to hydrolyze brominated to synthesize compound III;Compound III is then reacted with bromine to obtain dibrominated product IV;Compound IV is closed with benzylamine to obtain compound V;Compound V was catalyzed by transaminases,and methylamine was used as the ammonia source,and compound I with an ee of more than 99.5%was obtained.The effects of catalyst,enzyme catalyst,molar ratio and reaction temperature on the reaction were studied,and the recovery and utilization of hydrobromic acid and bromine were studied.The results showed that the optimal process conditions for compound II were sodium carbonate as catalyst and methyl iodide as methylation reagent;Optimal process conditions for compound III:hydrobromic acid acts as both a reaction reagent and a solvent;The optimal process conditions for compound IV were the dibromine product obtained by bromine bromide under acidic conditions,the optimal process conditions for compound V were direct reaction with benzylamine to obtain the product,and the optimal process conditions for compound I were enzymatic conversion to obtain chiral products at room temperature.
作者
陈德响
左慧
倪亚平
马良秀
Chen Dexiang;Zuo Hui;Ni Yaping;Ma Liangxiu*(Changxing Yisheng Pharmaceutical Technology Co.,Ltd.,Huzhou313116,China;Zhejiang Lepu Pharmaceutical Technology Co.,Ltd.,Taizhou 318000,China)
出处
《山东化工》
CAS
2024年第12期26-28,34,共4页
Shandong Chemical Industry
