反应详情

(R)-(Methyl-phenyl-amino)-phenyl-acetic acid hydrochloride (I74) (97 mg, 0.35 mmol), HOBT (107 mg, 0.70 mmol), DCC (144 mg, 0.70 mmol) and (R)-quinuclidin-3-ol (89 mg, 0.70 mmol) are dissolved in dioxane (5 mL) and the mixture is stirred at RT for 15 hours. The white precipitate is filtered and discarded whereas the clear solution is evaporated to dryness. The residue is dissolved in EtOAc and washed with sat. Na2CO3 and then brine. The organic phase is dried over sodium sulphate, filtered and evaporated to dryness. The resulting crude is purified by flash chromatography on silica gel (DCM/MeOH=97/3 to 95/5) to obtain the title compound as a pale yellow oil (46 mg, 38% yield, mixture of diastereoisomers).

1. filtrationThe white precipitate is filtered
2. customis evaporated to dryness
3. dissolutionThe residue is dissolved in EtOAc
4. washwashed with sat. Na2CO3
5. dry with materialThe organic phase is dried over sodium sulphate
6. filtrationfiltered
7. customevaporated to dryness
8. customThe resulting crude is purified by flash chromatography on silica gel (DCM/MeOH=97/3 to 95/5)