Ammonia → HCID 54526147, compound

Participants

Reaction Conditions

Reaction Steps

Methylchloroformate, 0.89 g (0.0094 mol) is added dropwise with stirring to a solution of 2.75 g (0.008 mol) of (±)-[3-phenyl-2-[[(phenylmethoxy)carbonyl]amino]propoxy]acetic acid and 0.96 g (0.0095 mol) of triethylamine in 100 ml of dichloromethane at -5°-10° C. The mixture is stirred for 30 minutes at -5° C., allowed to reach 0° C. and saturated with ammonia for 5 minutes. The mixture is allowed to reach room temperature and stirred for one hour, the solvent is evaporated in vacuo, the residue dissolved in 200 ml of dichloromethane, washed with a saturated aqueous solution of sodium chloride, 2×200 ml, the dichloromethane layer separated, dried over sodium sulfate, and evaporated in vacuo. The residue is purified by chromatography using silica gel and eluting with dichloromethane-methanol (95:5) to give (±)-phenylmethyl-[1-[(2-amino-2-oxoethoxy)methyl]-2-phenylethyl]carbamate, 2.5 g; mp 135°-137°.

Provenance & Evidence