含Boc-L-脯氨醚手性化合物的合成与表征
Synthesis and characterization of chiral Boc-L-proline ether monomer
范敏伊 1藏雨 1王建军 1刘姣 1徐亮 2夏爽 1杨成明 1于洋洋 1陈琰琳1
作者信息
- 1. 齐齐哈尔大学化学与化学工程学院,黑龙江齐齐哈尔 161006
- 2. 齐齐哈尔大学教学实验设备研究处,黑龙江齐齐哈尔 161006
- 折叠
摘要
通过Mitsunobu反应,以廉价易得的2,4,6-三溴苯酚和Boc-L-脯氨醇为反应原料,甲苯为反应溶剂,在三苯基膦和偶氮二甲酸二异丙酯作用下发生SN2取代反应,成功地合成了含手性醚化合物,产率为53％.利用核磁共振氢谱和傅立叶变换红外光谱对化合物的化学结构进行分析,利用圆二色谱对化合物的手性结构进行评价,证明所得化合物具有光学活性,为进一步制备手性分离材料提供了潜在的可能性.
Abstract
In this research,a novel chiral ether monomer was prepared via Mitsunobu reaction using 2,4,6-tribromophenol and Boc-L-prolinol as raw materials to proceeded the SN2 substitution reaction in toluene solution.Considering the reactivity,PPh3 and DIAD were selected as catalyst to promote the reaction and the target product was obtained with a yield of 53％.Afterwards,the chemical and chiral structures of the chiral monomer was further confirmed by 1H-NMR,FTIR and CD spectra.Spectra analysis indicated that the obtained ether monomer possessed optical activity and it will provide a potential possibility for further preparation of chiral separation materials.
关键词
手性化合物/L-脯氨醚/Mitsunobu反应/合成/表征Key words
chiral monomer/L-proline ether/Mitsunohu reaction/synthesis/characterization引用本文复制引用
基金项目
国家自然科学基金面上项目(52173202)
黑龙江省自然科学基金优秀青年项目(YQ2022E043)
黑龙江省教育厅基本科研业务费(130212222031)
出版年
2024
NETL
NSTL
万方数据