4(S)-Benzyloxy-N-tert-butyl-1-(tert-butyloxycarbonyl) pyrrolidine-2(S)-carboxamide → 4(S)-benzyloxy-N-tert-butylpyrrolidine-2(S)-carboxamide

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Reaction Steps

A solution of the title compound of example 1 (250 mg, 0.664 mmol) in 6N HCl/dioxane was stirred at room temperature for 20 min and then concentrated to dryness under reduced pressure. The residue was diluted with EtOAc (10 mL) and 2 N aqueous NaOH (3 mL). The mixture was stirred at room temperature for 15 min. The organic layer was separated, washed with a minimum amount of H2O and brine, dried (MgSO4) and concentrated to dryness under reduced pressure. The residue was dried under high vacuum to give 4(S)-benzyloxy-N-tert-butylpyrrolidine-2(S)-carboxamide, the carboxamide of formula 3 wherein R1 is C(CH3)3 and Y is OCH2Ph {C(O)NHR1 /Y=cis}.

Provenance & Evidence