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Org Biomol Chem ; 12(37): 7310-7, 2014 Oct 07.
Article in English | MEDLINE | ID: mdl-25113599

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 ß-D-galactopyranosyl and α-D-glucopyranosyl-(1→2)-ß-D-galactosyl moieties were synthesized.


Subject(s)
Galactose/chemistry , Hydroxylysine/chemical synthesis , Hydroxylysine/chemistry , Molecular Conformation
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