Benzyl (3S)-3-[(tert-butoxycarbonyl)amino]pyrrolidine-1-carboxylate → (3S)-(-)-3-(tert-Butoxycarbonylamino)pyrrolidine

Participants

Reaction Steps

A solution of 17.7 g (55.2 mmol) of (S)-3-[[(1,1-dimethylethoxy)carbonyl]amino]-1-pyrrolidinecarboxylic acid, phenylmethyl ester, in 400 ml of methanol was treated with 2.0 g of 20% palladium on carbon and shaken in an atmosphere of hydrogen at temperatures of 22°-26.5° and pressures of 45-50.5 psi for one hour. The solvent was removed in vacuo to give 10.1 g of the title compound.

Provenance & Evidence