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以两条不同路线合成了3-苄氧基氧杂环丁烷(4).2-O-苄基甘油(2)分步酰化为1-O-对甲苯磺酰-3-O-苯甲酰-2-O-苄基甘油(3)后,在甲醇钠作用下环化为4,总产率约30％.另一途径包括烯丙醇与苄醇在氢氧化钠存在下通氯气加成为3-氯-2-苄氧基丙醇(8),继以氢氧化钠环化为4,总产率13％.4经催化氢解生成3-羟基氧杂环丁烷(1).1的对甲苯磺酸酯(9)在沸丁酮中与碘化钠的交换甚至比1,3-二-O-甲基甘油对甲苯磺酸酯(10)还慢,可能是环氧原子的吸电子诱导效应和场效应的综合结果.
3-benzyloxyoxetane (4) was synthesized on two different routes.2-O-benzylglycerol (2) was acylated to 1-O-p -toluenesulfonyl-3-O-benzene Formyl-2-O-benzylglycerol (3) is cyclized to 4 in the presence of sodium methoxide to give a total yield of about 30% .Another route involves the reaction of allyl alcohol and benzyl alcohol with sodium chloride in the presence of sodium chloride Addition to 3-chloro-2-benzyloxypropanol (8) followed by cyclization to 4 with sodium hydroxide yielded a total yield of 13% .4 Production of 3-hydroxyoxetane by catalytic hydrogenolysis (1) The exchange of p-toluenesulfonate (9) of 1 with sodium iodide in Butanone was even slower than 1,3-di-O-methylglycerol p-toluenesulfonate (10) Electron - induced electron - induced effects and field effects of the combined results.