Ammonia → HCID 70468784, compound

Participants

Reaction Steps

(S)-Phenylmethyl 2-[[[[[(ethoxycarbonyl)methyl]amino]carbonyl]methoxy]methyl]-1-pyrrolidinecarboxylate, 4 g (0.01057 mol), is dissolved in 100 ml of ethanol and the solution saturated with ammonia at room temperature. The solution is allowed to stand at room temperature for five days, the solvent evaporated in vacuo and the residue dissolved in 100 ml of methanol and the solution saturated with ammonia at room temperature. The solution is allowed to stand at room temperature for 14 hours and the solvent evaporated in vacuo. The residue is purified by chromatography using silica gel and eluting with dichloromethane-methanol (90:10) to give (S)-phenylmethyl 2-[[[[(2-amino-2-oxoethyl)amino]carbonyl]methoxy]methyl]-1-pyrrolidinecarboxylate, 3 g; mp 109.5°-111°; [α]D25 -41.0° (c 0.57, methanol).

Provenance & Evidence