Benzylamine → (R)-N-Benzyl-2-acetamido-3-hydroxypropionamide

Participants

Reaction Steps

N-Acetyl-D-serine methyl ester (25 g, 0.155 mole) was dissolved in benzylamine (33.2 g, 0.3101 mole) at 0-5° C. The reaction mixture was allowed to room temperature and stirred for 12 hr. To the thick colorless precipitate formed was added 300 ml methyl tert-butyl ether and stirred for 6 hr. The product was filtered and dried under vacuum to obtain (R)-2-acetamido-N-benzyl-3-hydroxy-propionamide (30.0 g, Yield: 82%, HPLC: 98.9, Chiral HPLC: 96.2%).

Provenance & Evidence