Lithium hydroxide, monohydrate → HCID 67076852, compound

Participants

Reaction Conditions

Reaction Steps

To 13.0 g (29 mmol) racemic (2S,3R and 2R,3S)-5-benzyloxy-2-dibenzylamino-3-hydroxy-pentanoic acid ethyl ester in 150 ml tetrahydrofurane were added 4.88 g (116 mmol) lithium hydroxide monohydrate dissolved in 41 ml water. The mixture was stirred at 60° C. for 16 hours. A 1 M aqueous solution of potassium dihydrogenphosphate was added followed by extraction with ethylacetate. Chromatography on silicagel with heptane/etylacetate 4:1 to 1:1 yielded 8.57 g (70%) racemic (2S,3R and 2R,3S)-5-benzyloxy-2-dibenzylamino-3-hydroxy-pentanoic acid, MS m/e (%): 420.1 (M+H+, 100).

Provenance & Evidence