HCID 178454207, compound → HCID 178440694, compound

Participants

Reaction Steps

Wet 5% Pd/C (150 mg) was added to a solution of tert-butyl [(1S)-4-(benzyloxy)-1-(5-tert-butyl-1H-benzimidazol-2-yl)butyl]carbamate (Preparation 35, 390 mg, 0.864) in EtOAc (150 mL) and stirred for 48 hours at room temperature under an H2 balloon pressure. The reaction was filtered through celite and the filtrate concentrated in vacuo. The residue was purified by silica gel column chromatography eluting with 30-40% EtOAc in petroleum ether. The resulting solid was suspended in dioxane (4 mL) and treated with 4N HCl in dioxane (4 mL) at 0° C. The reaction was stirred warming to room temperature for 3 hours. The reaction was concentrated in vacuo and purified through an SCX cartridge to furnish the title compound (38 mg, 45%).

Provenance & Evidence