Synthesis of novel, orthogonally protected multifunctional amino acids

Article abstract of DOI:10.1016/S0040-4039(99)00909-0

Two synthetic strategies for the generation of differentially protected, chiral tri-amino acids have been developed. The first strategy is based on the reductive amination of a serine-derived oxazolidine aldehyde with mono N- protected ethylenediamine. The second approach involves reductive alkylation of an asparagine-derived N-protected diaminopropionate with an N-protected glycinal. The newly generated secondary amine functionality is derivatised to furnish structurally diverse molecules.