摘要
以2-异丙基环氧乙烷为底物,氰酸钠为亲核试剂,筛选获得两种卤醇脱卤酶HheA10和HheG,分别催化合成了(S)-5-异丙基-2-噁唑烷酮和(R)-5-异丙基-2-噁唑烷酮。结构经1H NMR和13C NMR表征,通过对其反应条件进一步考察,建立了立体选择性互补合成手性5-异丙基-2-噁唑烷酮的生物催化技术路线。
By using 2-isopropyloxirane as a substrate and cyanate as a nucleophilic reagent,we screened halohydrin dehalogenases and obtained two enzymes HheA10 and HheG,which catalyzed the formation of(S)-5-isopropyloxazolidin-2-one and(R)-5-isopropyloxazolidin-2-one respectively.The structures were characterized by 1H NMR and 13C NMR.By further investigation of the reaction conditions,we developed a biocatalytic route for stereocomplementary synthesis of chiral 5-isopropyloxazolidin-2-one.
作者
徐秦
田嘉伟
陈永正
万南微
XU Qin;TIAN Jia-wei;CHEN Yong-zheng;WAN Nan-wei(School of Pharmacy,Zunyi Medical University,Zunyi 563000,China;Key Laboratory of Biocatalysis&Chiral Drug Synthesis of Guizhou Province,Zunyi Medical University,Zunyi 563000,China;Green Pharmaceuticals Engineering Research Center of Guizhou Province)
出处
《合成化学》
CAS
北大核心
2020年第9期786-790,共5页
Chinese Journal of Synthetic Chemistry
基金
国家自然科学基金资助项目(21662050)
贵州省千人创新创业人才计划。
关键词
生物催化
卤醇脱卤酶
立体选择性
手性噁唑烷酮
合成
biocatalysis
halohydrin dehalogenase
stereoselective
chiral oxazolidinone
synthesis