HCID 86677203, compound → HCID 86677202, compound

Participants

Reaction Steps

To a solution of 0.58 g (1.1 mmol) of tert-butyl(2S,5R)-2-(4-amino-3-nitrobenzyl)-5-[(R)-{[tertbutyl(dimethyl)silyl]oxy}(phenyl)methyl]pyrrolidine-1-carboxylate from Step A in 5 mL of acetic acid was added 0.35 g (5.4 mmol) of zinc dust and the resulting mixture was stirred under nitrogen for 1 h. The reaction mixture was then filtered through a pad of Celite. The pad was washed with dichloromethane (3×25 mL) and the combined filtrates were concentrated in vacuo. The crude residue was purified by reverse-phase HPLC (TMC Pro-Pac C18; 10-100% 0.1% trifluoroacetic acid in acetonitrile/0.1% trifluoroacetic acid in water gradient) to afford the title compound as a yellow solid. LC/MS: m/z (ES) 512.3 (MH)+.

Provenance & Evidence