Phenacyl bromide → (R)-3-((R)-2-(tert-butoxycarbonylamino)-2-phenylacetoxy)-1-(2-oxo-2-phenylethyl)-1-azoniabicyclo[2.2.2]octane bromide

Participants

Reaction Steps

2-Bromo-1-phenylethanone (27.6 mg, 0.14 mmol) was added to a solution of (R)—((R)-quinuclidin-3-yl) 2-(tert-butoxycarbonylamino)-2-phenylacetate (Diasteroisomer 1 of C1) (50 mg, 0.14 mmol) in EtOAc (3 ml). The reaction was stirred at RT overnight. The precipitate was collected by suction filtration and washed with Et2O to obtain (R)-3-((R)-2-(tert-butoxycarbonylamino)-2-phenylacetoxy)-1-(2-oxo-2-phenylethyl)-1-azoniabicyclo[2.2.2]octane bromide (65 mg; 84% yield).

Provenance & Evidence