Synthesis and ANTI-HCMV activity of novel 2′,3′,4′-trimethyl branched carbocyclic nucleosides

被引:4
作者
Kim, A [1 ]
Hong, JH [1 ]
机构
[1] Chosun Univ, Coll Pharm, Kwangju 501759, South Korea
关键词
antiviral agents; triply branched carbocyclic nucleosides; 3,3]-sigmatropic rearrangement;
D O I
10.1081/NCN-200046786
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
This article reports the synthesis of novel 2',3',4'-trimethyl branched carbocyclic nucleosides. The introduction Of a methyl group in the 2' and 3'-position was accomplished by sequential Horner Wadsworth-Emmons reaction and isopropenyl magnesiumbromide addition, respectively. The construction of the 4'-quaternary carbon needed was carried out using a [3,3]-sigmatropic rearrangement. Bis-vinyls were successfully cyclized using a Grubbs catalyst II. The natural bases (adenine, cytosine) were efficiently coupled with the use of a Pd(0) catalyst.
引用
收藏
页码:63 / 72
页数:10
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