反应详情

A mixture of 2-(2-carbamoylthiophen-3-ylamino)-2-phenylacetic acid (I7) (389 mg, 1.41 mmol), (R)-quinuclidin-3-ol (215 mg, 1.69 mmol), DCC (349 mg, 1.69 mmol) and HOBT (259 mg, 1.69 mmol) in dry THF (5 ml) was stirred at room temperature overnight. THF was evaporated, and the crude product was taken up with EtOAc and washed twice with 2M K2CO3. The organic phase was dried over Na2SO4, filtered and evaporated to dryness. The crude product was purified by preparative HPLC. The fractions with the product are combined and evaporated to dryness. The residue was dissolved in 2M K2CO3 and extracted twice with EtOAc to obtain (R)-quinuclidin-3-yl 2-(2-carbamoylthiophen-3-ylamino)-2-phenylacetate (32 mg, 6% yield).

1. customTHF was evaporated
2. washwashed twice with 2M K2CO3
3. dry with materialThe organic phase was dried over Na2SO4
4. filtrationfiltered
5. customevaporated to dryness
6. customThe crude product was purified by preparative HPLC
7. customevaporated to dryness
8. dissolutionThe residue was dissolved in 2M K2CO3
9. extractionextracted twice with EtOAc