1,1'-Carbonyldiimidazole → HCID 86720264, compound

Participants

Reaction Steps

(S)-2-(tert-butoxycarbonylamino)-2-phenylacetic acid (2 g, 7.96 mmol) was dissolved in CH3CN (20 ml). Di(1H-imidazol-1-yl)methanone (1.936 g, 11.94 mmol) was added, and the reaction was stirred at RT for 1 hour. (R)-quinuclidin-3-ol (1.518 g, 11.94 mmol) was added, and the reaction was stirred at RT for 3 hours to achieve completion. The solvent was removed under vacuum to give a solid that was dissolved in ethyl acetate (300 ml). The precipitate was filtered, and the organic solution was washed with 60 ml of K2CO3 30%, dried over Na2SO4 and evaporated under vacuum to give a crude, that was crystallized in ethyl acetate to give (S)—((R)-quinuclidin-3-yl) 2-(tert-butoxycarbonylamino)-2-phenylacetate (1.67 g, 5.2 mmol).

Provenance & Evidence