Synthesis
To a solution of Boc anhydride (2.72 g, 12.48 mmol) in 20 mL of THF, triethylamine (1.898 mL, 13.62 mmol) and benzyl-protected (R)-3-aminopyrrolidine (1.96 mL, 11.35 mmol) were added. The reaction mixture was stirred under argon at room temperature for 2 hours. Tetrahydrofuran was removed under vacuum. The resulting oil was dissolved in 20 mL of EtOAc and washed with 15 mL of 1M NaOH. The organic layer was washed with 3 x 15 mL of H2O. The organic layer was collected, dried over MgSO4, and concentrated under vacuum. The crude product was purified by flash chromatography (33:66 to 50:50 EtOAc/hexanes) to give 3.047 g of intermediate product (97%).
To a solution of the product from the first step in 20 mL of ethanol, 10% Pd/C (0.310 g) was added. The reaction mixture was stirred overnight at room temperature under a H2 atmosphere. The mixture was filtered through EtOAc and concentrated under vacuum to give 2.013 g of product (98%).