(S)-3-benzyloxycarbonylamino-3-methyl-pyrrolidine-1-carboxylic acid tert-butyl ester → tert-butyl (S)-3-amino-3-methylpyrrolidine-1-carboxylate

Participants

Reaction Steps

A mixture of (S)-3-benzyloxycarbonylamino-3-methyl-pyrrolidine-1-carboxylic acid tert-butyl ester (enantiomer 1, SFC (Table 1, Method 51) Rt=3.693 min, 1.7 g, 5.08 mmol) and Pd/C (10%, 0.2 g, 0.19 mmol) in MeOH (10 mL) was stirred at ambient temperature under an atmosphere of H2 (1 atm) for 2 h. The reaction mixture was filtered and the filtrate was concentrated in vacuo to give (S)-3-amino-3-methyl-pyrrolidine-1-carboxylic acid tert-butyl ester (0.12 g, 67%). 1H NMR (400 MHz, CDCl3) δ 3.62-3.06 (m, 4H), 1.88-1.70 (m, 2H), 1.48 (s, 9H), 1.34-1.26 (s, 3H).

Provenance & Evidence