title: 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.
authors.affiliation: State Key Laboratory of Medicinal Chemical Biology and College of Pharmacy, Tianjin Key Laboratory of Molecular Drug Research, Nankai University, Tianjin 300071, PR China. wzhao@nankai.edu.cn pwang@nankai.edu.cn.
authors.forename: Lina
authors.initials: L
authors.lastname: Guo
authors.forename: Taibao
authors.initials: T
authors.lastname: Liu
authors.forename: Kai
authors.initials: K
authors.lastname: Chen
authors.forename: Tianbang
authors.initials: T
authors.lastname: Song
authors.forename: Peng George
authors.initials: PG
authors.lastname: Wang
authors.forename: Wei
authors.initials: W
authors.lastname: Zhao
mesh_terms: D005690:Galactose / Q000737:chemistry*; D006901:Hydroxylysine / Q000138:chemical synthesis* / Q000737:chemistry; D008968:Molecular Conformation
chemical_list: D006901:Hydroxylysine; D005690:Galactose