Benzylamine → (2R,4R)-2-amino-4-benzyl-4-hydroxyglutaric acid

Participants

Reaction Steps

0.13 g (0.52 mmol) of 4-benzyl-4-hydroxy-2-ketoglutaric acid and 0.11 ml (1.0 mmol) of benzylamine were dissolved in 5 ml of methanol, to which 0.1 g of 5% palladium carbon (50% hydrous product) was added, for reaction under hydrogen atmosphere at ambient temperature and atmospheric pressure. Two days later, the catalyst was filtered off, and the reaction solution was concentrated to dryness, to obtain 0.03 g (0.12 mmol) of (2S,4S)/(2R,4R)-2-amino-4-benzyl-4-hydroxyglutaric acid and 0.06 g (0.24 mmol) of (2R,4S)/(2S,4R)-2-amino-4-benzyl-4-hydroxyglutaric acid as a mixture.

Provenance & Evidence