TETRAHYDROFURANE RING-CONTAINING NUCLEOTIDE ANALOGS RELATED TO HPMPA AND PMEA

Synthesis of -(4-(phosphonomethoxy)tetrahydrofuran-3-yl)adenine deriva tives, a novel type of nu cleotide analogs related to (R)- and S)-9-N- (3-hydroxy-2-phosphonomethoxypropyl)adenine ((R)- and (S)-HPMPA) and 9 -(2-phosphonomethoxyethyl)adenine (PMEA). is described. The synthesis of adenine nucleotide analogs 6a-6d is based on the reaction of 6-N-pr otected adenine derivatives 5a-5d with diisopropyl tosyloxymethanephos phonate and subseqent deprotection of resulting compounds. The startin g ''nucleoside'' derivatives have been prepared from chiral 4-benzylox ytetrahydrofuran-3-oles 3a-3d.