Synthesis and extraction properties of some lariat ethers derived from the spontaneously resolved guaifenesin, 3-(2-methoxyphenoxy)propane-1,2-diol
作者:Zemfira A. Bredikhina、Rimma M. Eliseenkova、Robert R. Fayzullin、Viktorina G. Novikova、Sergey V. Kharlamov、Dilyara R. Sharafutdinova、Shamil K. Latypov、Alexander A. Bredikhin
DOI:10.3998/ark.5550190.0012.a02
日期:——
Capable of spontaneous resolution rac-3-(2-methoxyphenoxy)propane-1,2-diol, guaifenesin 1 has been proposed as a cheap and readily available enantiopure precursor for the synthesis of nonracemic crown ethers having ligating OAr and OMe arms (lariat ethers). The crowns studied failed to form stable host/guest complexes with amine hydrochloride salts; the effective complexation was achieved using hexafluorophosphate
能够自发拆分外消旋-3-(2-甲氧基苯氧基)丙烷-1,2-二醇,愈创甘油醚 1 已被提议作为一种廉价且容易获得的对映体纯前体,用于合成具有结扎 OAr 和 OMe 臂的非外消旋冠醚(套索醚) )。研究的牙冠未能与胺盐酸盐形成稳定的宿主/客体复合物;使用六氟磷酸盐实现了有效的络合。套索醚11c 实现了R*NH2·HPF6 的适度对映体识别。总的来说,提取的对映选择性与套索醚的提取能力成反比。