Water → 63060-94-6

Participants

Reaction Conditions

Reaction Steps

To 80 mL of t-butyl methyl ether saturated with water were added 4.00 g (20.7 mmol) of ethyl 2-amino-3-phenylpropionate (racemic mixture) and 800 mg of a lipase (AMANO LIPASE PS (Trade name); available from ALDRICH CORPORATION) originated from Burkholderia cepacia (Pseudomonas cepacia), and the mixture was reacted with stirring at 30° C. After 168 hours, the reaction mixture was filtered, dried over magnesium sulfate, filtered, concentrated under reduced pressure and 12 mL of cyclohexane was added to the residue. To the resulting cyclohexane solution was added 1.52 g (10.1 mmol of hydrochloric acid) of a hydrochloric acid-ethanol solution (hydrochloric acid content: 24.3% by weight) at 0° C. and the mixture was stirred at the same temperature for 1 hour. The reaction mixture was filtered to obtain 1.90 g (Yield based on ethyl 2-amino-3-phenylpropionate (racemic mixture)=40.0%) of ethyl (R)-2-amino-3-phenylpropionate hydrochloride as white crystals.

Provenance & Evidence