An Improved Synthesis of a Protected (2S,3R)-3-Hydroxyaspartic Acid Suitable for Solid-Phase Peptide Synthesis

Abstract

A tartrate based strategy was utilized for the synthesis of O ⁴-benzyl hydrogen (2S,3R)-N-(tert-butoxycarbonyl)-3-benzyloxyaspartate (8). The original synthetic strategy of Hansson and Kihlberg was adopted, however, several major alterations were found to be necessary in order to facilitate practical access to multigram quantities of 8.