Solid‐Phase Synthesis of 5′‐O‐[N‐(Acyl)sulfamoyl]adenosine Derivatives

Abstract

AbstractThe solid‐phase synthesis of 5′‐O‐[N‐(acyl)sulfamoyl]adenosine derivatives is described. The use of a Rink amide polystyrene solid support together with an appropriately protected ribo‐purine starting material allowed for the development of a highly reliable and practical route for the solid‐phase synthesis of 5′‐O‐[N‐(acyl)sulfamoyl]adenosines. The developed procedure enables the efficient parallel synthesis of the target compounds in high yields. These compounds are non‐hydrolysable isosteres of acyl‐adenylates, which play an important role in a range of different metabolic pathways such as ribosomal and non‐ribosomal peptide synthesis, fatty acid oxidation or enzyme regulation; some adenylate‐forming enzymes are potential drug targets.