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

Article abstract of DOI:10.1007/BF02251667

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. 1999 KluwerAcademic/Plenum.