SYNTHESIS OF 3-O-ARYL ESTERS OF ( R , S )-9-(2,3-DIHYDROXYPROPYL)ADENINE AND ITS PYRIMIDINE ANALOGS AS NEW POTENTIAL INHIBITORS OF S -ADENOSYL- L -HOMOCYSTEINE HYDROLASE

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With the aim of searching for new antiviral agents of the acyclonucleoside type, 3-O-aryl esters of (R,S)-9-(2,3-dihydroxypropyl)adenine and its pyrimidine analogs have been synthesized. Alkylation of adenine and cytosine by aryl glycidyl ethers in the presence of potassium carbonate affords 46-76% yields of the corresponding N9- and N1-substituted derivatives. The interaction of aryl glycidyl ethers with trimethylsilyl derivatives of uracil and thymine also results in 41-57% yields of N1-monosubstituted products with identical acyclic chain structure. Authors: A. A. Ozerov, M. S. Novikov, and A. K. Brel’. English Translation in Chemistry of Heterocyclic Compounds , 1999, 35 (1), pp 78-83 http://link.springer.com/article/10.1007/BF02251667