反应详情

PS-DCC (907 mg, 1.21 mmol, loading: 1.33 mmol/g) is suspended in dry THF (10 mL). Phenylamino-(4-trifluoromethyl-phenyl)-acetic acid hydrochloride (I104) (200 mg, 0.60 mmol), HOBT (185 mg, 1.21 mmol), and (R)-quinuclidin-3-ol (230 mg, 1.81 mmol) are added and the mixture is shaken at RT overnight. PS-DCC is filtered off, the filtrate is evaporated and the residue is dissolved in EtOAc and washed with NaHCO3, water and brine. The organic layer is dried over Na2SO4, filtered and evaporated to dryness. The resulting crude compound is purified by filtration through a pad of silica-gel using DCM/MeOH=9/1 as the eluent. The title compound is obtained as a colorless oil (110 mg, 45% yield, mixture of diastereoisomers).

1. filtrationPS-DCC is filtered off
2. customthe filtrate is evaporated
3. dissolutionthe residue is dissolved in EtOAc
4. washwashed with NaHCO3, water and brine
5. dry with materialThe organic layer is dried over Na2SO4
6. filtrationfiltered
7. customevaporated to dryness
8. filtrationThe resulting crude compound is purified by filtration through a pad of silica-gel