Synthesis of 3-O-aryl esters of (R,S)-9-(2,3-dihydoxypropyl)adenine and its pyrimidine analogs as new potential inhibitors ofS-adenosyl-L-homocysteine hydrolase
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With the aim of searching for new antiviral agents of the acyclonucleoside type, 3-O-arly esters of (R,S)-9-(2,3-dihydroxypropyl)adenine 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.
KeywordsEster Adenine Pyrimidine Alkylation Cytosine
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