4.6 Article

Facile synthesis of 5-hydroxy-L-lysine from D-galactose as a chiral-precursor

期刊

ORGANIC & BIOMOLECULAR CHEMISTRY
卷 12, 期 37, 页码 7310-7317

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ROYAL SOC CHEMISTRY
DOI: 10.1039/c4ob01220h

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资金

  1. 863 Program of China [2012AA021505]
  2. Natural Science Foundation of China [21332006, 21372130]
  3. NKT R&D Program of China [2012BAK25B03]

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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 beta-D-galactopyranosyl and alpha-D-glucopyranosyl-(1 -> 2)-beta-D-galactosyl moieties were synthesized.

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