Hydrochloric Acid → 4-({[(Benzyloxy)carbonyl]amino}methyl)-1-[(tert-butoxy)carbonyl]piperidine-4-carboxylic acid

Participants

Reaction Conditions

Reaction Steps

To a solution of 1-tert-butyl 4-methyl 4-((benzyloxycarbonylamino)methyl)piperidine-1,4-dicarboxylate from step A in methanol (5 mL) was added 1 N aq. NaOH (0.615 mL, 0.615 mmol). The reaction was heated at 50° C. overnight, acidified to pH 5 with 1 N aq. HCl, and extracted 3× with CH2Cl2. The combined organic extracts were washed with brine, dried over Na2SO4, and concentrated under vacuum to give the title compound, which was carried on crude. MS (ES+) [M+H]+=393.

Provenance & Evidence