反应详情

A solution of 1.03 g (2.5 mmol) 2-5 in 50 mL CH2Cl2 and 5 mL TFA was allowed to stir at room temperature overnight. The solvents were removed by rotary evaporation, the residue was basified with saturated aqueous Na2CO3, and extracted with three portions of 2:1 CHCl3/EtOH. The organic extracts were concentrated, redissolved in CH2Cl2, filtered and concentrated to provide 765 mg of a taffy. A solution of 116 mg (0.37 mmol) of this material in 3 mL DMF was treated with 68 mg (0.37 mmol) of 1-8 and 130 mL (0.93 mmol) triethylamine and stirred at 60° C. overnight. After cooling to room temperature, the reaction was diluted with EtOAc, washed with saturated aqueous NaHCO3, then with water, brine and dried over Na2SO4. Following concentration by rotary evaporation, the residue was purified by flash column chromatography (EtOAc/hexanes) to provide 2-6 as a pale yellow solid. Data for 2-6: HRMS (APCI) m/z (M+H) 458.2103 found; 458.2099 required.

1. customThe solvents were removed by rotary evaporation
2. extractionextracted with three portions of 2:1 CHCl3/EtOH
3. concentrationThe organic extracts were concentrated
4. dissolutionredissolved in CH2Cl2
5. filtrationfiltered
6. concentrationconcentrated
7. customto provide 765 mg of a taffy
8. stirringstirred at 60° C. overnight
9. temperatureAfter cooling to room temperature
10. washwashed with saturated aqueous NaHCO3
11. dry with materialwith water, brine and dried over Na2SO4
12. concentrationconcentration
13. customby rotary evaporation
14. customthe residue was purified by flash column chromatography (EtOAc/hexanes)