Synthesis of acyclic nucleotide analogues derived from N-substituted 6-(1-aminoethyl)purines via 6-acetylpurine derivatives

Article abstract of DOI:10.1016/S0040-4020(96)01130-1

The Stille coupling of 9-{2-[bis(2-propoxy)phosphonylmethoxy]ethyl}-6-chloropurines with 1-(ethoxyvinyl)tributyltin afforded 6-(1-ethoxyvinyl)purine derivatives. Their acid hydrolysis gave 6-acetylpurine derivatives that after reductive amination using various primary and secondary amine hydrochlorides and sodium cyanoborohydride followed by deprotection afforded the title N-substituted 6-(1-aminoethyl)-9-(2-phosphonomethoxyethyl)purine derivatives.