Synthesis of novel, orthogonally protected multifunctional amino acids

Two synthetic strategies for the generation of differentially protected, ch iral tri-amino acids have been developed. The first strategy is based on th e reductive amination of a serine-derived oxazolidine aldehyde with mono N- protected ethylenediamine. The second approach involves reductive alkylatio n of an asparagine-derived N-protected diaminopropionate with an N-protecte d glycinal. The newly generated secondary amine functionality is derivatise d to furnish structurally diverse molecules, (C) 1999 Elsevier Science Ltd. All rights reserved.