tert-Butyl carbonate → HCID 123603902, compound

Participants

Reaction Steps

To a solution of 121 mg (0.30 mmol) of 5-({(5R)-5-[(R)-([tert-butyl(dimethyl)silyl]oxy}(phenyl)methyl]pyrrolidin-2-yl}methyl)pyridin-2-amine in 5 mL of anhydrous THF (from Step B above) was added tert-butyl carbonate (66 mg, 0.30 mmol), followed by TEA (42 μL, 0.30 mmol) and the resulting solution stirred at room temperature under nitrogen atmosphere overnight. The reaction mixture was put directly on a preparative plate (1500 μM) and eluted with 60% ethyl acetate in hexane to afford the title compound (40.3 mg, 27%). LC-MS: C28H43N3O3Si calculated 497.23 found m/z (ES) 498.2 (MH)+ and 398.2 (M-Boc)+.

Provenance & Evidence