二(4-苄氧苯基)二硒醚的设计与制备:一种铜残留清除剂

doi:10.6023/cjoc201912022

摘要/Abstract

通过往分子中引入苄氧取代基所制备出的二（4-苄氧苯基）二硒醚，与普通富电子或缺电子二硒醚相比，更能够清除铜污染物.在室温下，该化合物4 h内即可完全清除二价铜离子.该物质可被应用到伊马替尼全合成中，以降低产品中的催化剂铜残留.通过加入1 mol%的二（4-苄氧苯基）二硒醚，可将伊马替尼碱产品中的铜残留抑制到10^-7.上述结果表明该有机硒化合物在制药工业有着很好的应用潜力.报道了一种新颖的利用硒与铜配位作用清除铜残留的方法.由于硒元素安全、可降解，该方法有望被应用于制药工业.

关键词: 硒, 有机硒化学, 二硒醚, 铜, 重金属清除

By introducing benzyloxy into the molecule, the as-prepared 1,2-bis(4-(benzyloxy)phenyl)diselane showed superior activity in copper pollutant elimination over simple diselenides in regardless of their electron-donating or electron-with-drawing substituents. The copper-adsorption process occurred smoothly at room temperature and could completely remove the Cu²⁺ ions within 4 h. The compound has been successfully employed in our Imatinib base synthetic project to reduce the catalytic Cu residue in product. By using only 1 mol% 1,2-bis(4-(benzyloxy)phenyl)diselane, the Cu residue in the produced Imatinib base could be depressed to be less than 10^-7, showing good application potential of torganoselenium compound in pharmaceutical industry. A novel method for removing copper residue is reported and it may be applied in pharmaceutical industry owing to the safe and metabolizable features of selenium.

Key words: selenium, organoselenium chemistry, diselenide, copper, heavy metal removing

引用此文

葛颜玉, 孔晶, 杨成根, 杨倩, 张旭. 二(4-苄氧苯基)二硒醚的设计与制备:一种铜残留清除剂[J]. 有机化学, 2020, 40(6): 1760-1765.

Ge Yanyu, Kong Jing, Yang Chenggen, Yang Qian, Zhang Xu. Design and Synthesis of 1,2-Bis(4-(benzyloxy)phenyl)diselane: A Scavenger for Residual Copper[J]. Chinese Journal of Organic Chemistry, 2020, 40(6): 1760-1765.

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