1-α-D-呋喃阿拉伯糖胞嘧啶及其衍生物的合成

SYNTHESIS OF 1-α-D-ARABINOFURANOSYL-CYTOSINE AND 5'-DERIVATIVE

本文报道了l-α-D-呋哺阿拉伯糖胞嘧啶、尿嘧啶及5’-棕榈酸酯和木糖-5-氟尿嘧啶的合成,产物经元素分析及UV、~1HNMR确定结构。结果进一步证明,Trans规律在核苷合成中是通过形成1,2-酰氧鎓盐的中间体过程。经抗病毒试验,表明α-构型的端基异构体同样具有生物活性。

The 1-α-D-Arabinofuranosyl-Cytosine and 1-α-D-Arabinofuranosyl-Uracil Were Synthesized bythe reaction of silylated Base with 1-Bromo-2, 3, 5-tri-O-benzoyl-D-Arabinose in the presence of me-rcuric bromide with Acetonitrile as Solvent. The α-Anomer were formed exclusively in high yield. Whilethe reaction of silylated Base with 1-0-Aceto-2, 3, 5-tri-O-benzoyl-D-Xylose in the presence of tintetrachloride β-Anomer was principally obtained. The formation of the 1, 2-acyloxonium ion in theSynthesis of the nucleosides further proves the trans rule. The title compounds strutures were determ-ined by ~1HNMR, UV and elemental analysis. By means of antivirus test, the α-Anomer 5'ester is provedalso to posses biological activity.