Synthesis of <i>N</i>δ-Hydroxyornithine

Abstract

Abstract N δ-Tosyl-Nδ-benzyloxy-Dl-ornithine was synthesized starting from γ-(N-tosyl-N-benzyloxy)-aminopropyl bromide and diethyl acetamidomalonate and resolved enzymatically to give the l- and d-isomers. Removal of one or both of protecting groups gave Nδ-benzyloxyornithine or Nδ-hydroxyornithine. The reduction product of Nδ-hydroxy-l-ornithine was identical with authentic l-ornithine.