SYNTHETIC APPROACHES TO NEW REGIOISOMERS OF AZT AND AZU

Article abstract of DOI:10.3987/COM-92-6175

Approaches to 1,4-anhydro-3-α-azido-2,3-dideoxy-2-β-<3,4-dihydro-2,4-dioxo-5-methyl-1(2H)-pyrimidynyl>-D-arabinitol and 1,4-anhydro-3-α-azido-2,3-dideoxy-2-β-<3,4-dihydro-2,4-dioxo-1(2H)-pyrimidynyl>-D-arabinitol, conceptually new hydrolytically stable, optically active analogs of 3'-α-azido-3'-deoxythymidine (AZT) have been developed.These are among the first examples of regioisomeric analogs of AZT.The key synthetic steps and key intermediates are described.The generality aspects of the approaches are addressed.