【摘要】 合成了一种新型的聚合物载体—— 2 -聚苯乙烯磺酰基乙醇 ,并研究其在固相有机合成中的应用 .聚苯乙烯亚磺酸钠树脂 (1 )在相转移催化剂 Bu4 NI和助催化剂 KI的作用下 ,与氯乙醇进行砜化反应 ,得到含羟基功能基的 2 -聚苯乙烯磺酰基乙醇树脂 2 .树脂 2用 Boc保护的氨基酸酯化 ,封闭树脂上未反应的羟基 ,用酸脱保护并用三乙胺中和 ,再与异 (硫 )氰酸苯酯反应生成聚合物支载的脲树脂 6.树脂 6用酸解脱得到了海因和硫代海因化合物 .用碱处理树脂 6时得到取代的脲和硫脲 .优化了合成反应的全过程 ,探讨了树脂在酸性条件下的解脱方法 .结果表明 ,2 -聚苯乙烯磺酰基乙醇树脂易与羧基形成含酯键的连接桥 ,连接桥在强酸性和碱性条件下均可解脱得到产物更多还原

【Abstract】 In this article a new kind of polymer\|support: 2\|polystyrylsulfonylethanol was prepared and used in solid\|phase organic synthesis. Sodium polystyrylsulfinate resin 1 reacted with chloroethanol in the presence of phase transfer catalyst Bu\-4NI and KI as a cocatalyst to give 2\|polystyrylsulfonylethanol resin 2. After the esterification of resin 2 with Boc\|Gly, deprotection of Boc group with HCl, neutralization by Et\-3N, conversion of the free amino group with phenyl isocyanate or phenyl isothiocanate to urea to give urea resin 6. The urea resins 6a and 6b were cleaved with \{6 mol/L\} HCl to obtain the hydantoin derivatives 7a and 7b in an overall yields of 29%\₃0%. While the resin 6 was treated with 4 mol/L NaOH then HCl to give the urea derivatives 8a and 8b in an overall yields of 20%\₂1%. The whole synthesis processes were optimized by the trace of the reactions by using IR spectra. The results show that resin 2 can easily form a stable ester linker with carboxylic acids and this kind of linker can be cleaved by the use of both strong acid or dilute base.更多还原