新型树形化合物1,3,5-三-[7-(7-甲基-2,2-二-(2,2-二羟甲基-3-羟基丙氧基羰基)-6,8-二氧杂螺[3.5]-壬基)]苯的合成

以丙酮和甲酸乙酯为原料, 在醇钠的作用下合成了1,3,5-三乙酰基苯(1). 1与二溴新戊二醇在酸的作用下发生缩酮化反应, 制成1,3,5-三-(1-甲基-2,6-二氧杂-4,4-二溴甲基环己基)苯(2). 2与5,5-二甲基-4,6-二氧杂-1,3-环己二酮在乙醇钠的作用下合成了1,3,5-三-7-(7-甲基-2,2-二-乙氧羰基-6,8-二氧杂螺3.5]-壬基)]苯(3). 将3在氯仿中与季戊四醇进行酯交换反应得到产物1,3,5-三-7-(7-甲基-2,2-二-(2,2-二羟甲基-3-羟基丙氧基羰基)-6,8-二氧杂螺3.5]-壬基)]苯(4). 收率为47.7%. 标题化合物及中间产物使用IR, ¹H NMR和MS或元素分析进行了表征.

Synthesis of New Arborescent Compound 1,3,5-Tri-[7-(7-methyl-2,2-di-(2,2-dihydroxymethyl-3-hydroxy-propoxycarbonyl)-6,8-dioxaspiro[3.5]nonyl)]benzene

Ketalazation of the triacetylbenzene(1) with 2,2-dibromomethyl-1,3-propanediol by using 4-methyl-benzenesulfonic acid as catalyst,yielded 1,3,5-tri-(1-methyl-2,6-dioxaspiro-4,4-dibromomethyl-cyclohexyl)benzene(2),which reacted with 5,5-dimethyl-4,6-dioxa-1,3-cyclohexanedione in C2H5ONa giv-ing 1,3,5-tri-7-(7-methyl-2,2-di-ethoxycarbonyl-6,8-dioxaspiro3.5]-nonyl)]benzene(3).Treatment of 3 with 2,2-dihydroxymethyl-1,3-propanediol in CHCl3 afforded 1,3,5-tri-7-(7-methyl-2,2-di-(2,2-dihydroxyl-methyl-3-hydroxy-propoxycarbonyl)-6,8-dioxaspiro3.5]-nonyl)]benzene(4) in 47.7% yield.The compound 4 and its intermediates were identified by IR,1H NMR,MS spectra and elemental analysis.