5-[2,4-二(苄氧基)-5-异丙基苯基]异噁唑-3-羧酸乙酯的制备  

Preparation of Ethyl 5-[2,4-Bis(benzyloxy)-5-isopropylphenyl]isoxazole-3-carboxylate

作　　者：靳清贤 刘冬 张广慧 宋胜楠 孟如玉 杜星辰 方少明 JIN Qingxian;LIU Dong;ZHANG Guanghui;SONG Shengnan;MENG Ruyu;DU Xingchen;FANG Shaoming(School of Materials and Chemical Engineering,Zhengzhou University of Light Industry,Zhengzhou 450000,China)

机构地区：[1]郑州轻工业大学材料与化学工程学院,河南郑州450000

出　　处：《合成化学》2025年第1期56-60,共5页Chinese Journal of Synthetic Chemistry

基　　金：国家自然科学基金资助项目(52272243);河南省重点研发专项项目(221111240600)。

摘　　要：5-[2,4-二(苄氧基)-5-异丙基苯基]异噁唑-3-羧酸乙酯是一类癌细胞抑制剂的关键中间体,本文以2,4-二羟基异丙基苯为起始原料,经过傅克乙酰化、醚化、酯缩合反应、成肟反应和脱水成环5步反应,制备出5-[2,4-二(苄氧基)-5-异丙基苯基]异噁唑-3-羧酸乙酯。对已有文献的合成方法和步骤进行了优化,由原来的5步反应简化为3步反应。其中对与草酸二乙酯的酯缩合反应、与盐酸羟胺的成肟反应以及脱水成环的3步反应,采用onepot一步法,大大简化了反应流程,为HSP90系列抑制剂的研究提供了制备方法支撑。5-[2,4-Di(benzyloxy)-5-isopropylphenyl]isoxazole-3-carboxylate ethyl ester is a key intermediate for a class of cancer cell inhibitors.In this study,2,4-dihydroxyisopropylbenzene was used as the starting material,and through five steps including acetylation,etherification,ester condensation,oxime formation,and dehydration to form a ring,5-[2,4-di(benzyloxy)-5-isopropylphenyl]isoxazole-3-carboxylate ethyl ester was prepared.The synthesis method was optimized,five steps reaction was simplified to three steps.The one pot method was adopted for the ester condensation reaction with diethyl oxalate,oxime formation reaction with hydroxylamine hydrochloride,and dehydration to form a ring,which greatly simplifying the reaction process and providing preparation method support for the research of HSP90 series inhibitors.

关 键 词：异噁唑 一锅法 合成 HSP90抑制剂 癌细胞 中间体 

分 类 号：O626[理学—有机化学]