Facile synthesis of 5-hydroxy-l-lysine from d-galactose as a chiral-precursor†
Abstract
A concise synthesis of (2S,5R) and (2S,5S)-5-hydroxy-lysine was achieved by utilizing D-galactose as a chiral-precursor with stereo retention. This synthetic strategy showcased the potential of utilizing carbohydrates as starting materials to prepare amino acids. Using the diazido intermediate, the derived β-D-galactopyranosyl and α-D-glucopyranosyl-(1→2)-β-D-galactosyl moieties were synthesized.