5-Bromomethyl-5-methyl-1,4,7,10-tetraoxa-13-azacyclopentadecane (monoaza-15-crown-5) was prepared by the reaction of 4-bromomethyl-4-methyl-1,8-ditosyloxy-3,6-dioxaoctane, prepared from the corresponding dihydroxy compound, by reaction with bis-(2-hydroxyethyl)amine under basic conditions in 37% yield, without protection of the reactive bromomethyl and amino groups. The product, monoaza-15-crown-5, can be N-alkylated in 42-70% with alkyl halide/sodium carbonate in dioxane.
5-
溴甲基-5-甲基-
1,4,7,10-四氧杂-13-氮杂环十五烷(monoaza-15-crown-5)是通过4-
溴甲基-4-甲基-1,8-二
甲苯磺酰氧基-反应制备的3,6-二氧杂
辛烷,由相应的二羟基化合物与双-(2-羟乙基)胺在碱性条件下反应制备,收率37%,无需保护反应性
溴甲基和
氨基。产物 monoaza-15-crown-5 可以在
二恶烷中用烷基卤/
碳酸钠进行 N-烷基化,反应率为 42-70%。