(2S,3S)-3-hydroxy-2-((1S)-2-hydroxy-1-phenyl-ethylamino)-4-methyl-pentanoic acid tert-butyl ester → (2S,3S)-2-amino-3-hydroxy-4-methyl-pentanoic acid tert-butyl ester

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Reaction Steps

(2S,3S)-3-Hydroxy-2-((1S)-2-hydroxy-1-phenyl-ethylamino)-4-methyl-pentanoic acid tert-butyl ester (450 mg, 1.39 mmole, obtained from Reference Example 12) was hydrogenated using 10% palladium on carbon (120 mg) in methanol (100 ml) under atmospheric pressure at room temperature. The catalyst was removed by filtration, and the filtrate was concentrated in vacuo. The residue was chromatographed (flash column, silica gel, 20-30% methanol in diethyl ether) to give (2S,3S)-2-amino-3-hydroxy-4-methyl-pentanoic acid tert-butyl ester as a white solid (246 mg, 87%).

Provenance & Evidence