含嘌呤、嘧啶类有机碱基的丁内酯的合成

Synthesis of 5 - [ (1S) - Endo] - Bornyloxybutyrolactones Bearing Purine and Pyrimidine Bases

利用天然手性助剂(-)-冰片所制得的手性源5-[(1s)-(-)-冰片氧基]-2(5H)-呋喃酮差向异构体3a+3b与具有生理活性的嘌呤、嘧啶类有机碱基进行不对称Michael加成反应,得到了嘌呤、嘧啶类丁内酯非对映体混合物5a～sc及5’a～5’e。报道了它们的合成方法以及IR、UV、~1H NMR、^(13)C NMR、MS、元素分析等结构分析数据。其中5d+5’d通过优势结晶拆分法得到单一的光学活性化合物。

The 5- [(1S) - endo] - bornyloxybutyrolactones bearing purine and pyrimidine bases were obtained via the Michael addition of purines or pyrimidines to the epimeric mixture, 5-[(lS)-endo] - bornyloxy - 2(5H) - furanones (3a + 3b) ,prepared from the natural abundant chiral auxiliaxy borneol and 5 - hydroxy - 2 (5H ) - furanone 2. The synthetic method was studied and the new compounds were identified on the basis of their analytical and spectroscopic, IR, UV,1H NMR, C NMR ,MS data.