反应详情

温度

75 °C

(S)-tert-Butyl 4-(1-amino-3-(4-iodophenyl)-1-oxopropan-2-ylcarbamoyl)tetrahydro-2H-pyran-4-ylcarbamate (Example 1, step (iii), 2.0 g) in acetonitrile (5 mL) under nitrogen was treated with 4-(trifluoromethyl)phenylboronic acid (0.367 g) and 4-(ethylsulfonyl)phenylboronic acid (0.414 g) followed by aqueous potassium carbonate (3.87 mL) and 1,1 bis(di-tert-butylphosphino)ferrocene palladium dichloride (25 mg). The mixture was stirred at 75° C. for 18 h. The reaction mixture was evaporated, dissolved in dichloromethane, evaporated onto silica and purified on a silica column eluting with 50% ethyl acetate in isohexane and then 100% ethyl acetate to afford (S)-tert-butyl 4-(1-amino-1-oxo-3-(4′-(trifluoromethyl)biphenyl-4-yl)propan-2-ylcarbamoyl)tetrahydro-2H-pyran-4-ylcarbamate and (S)-tert-butyl 4-(1-amino-3-(4′-(ethylsulfonyl)biphenyl-4-yl)-1-oxopropan-2-ylcarbamoyl)tetrahydro-2H-pyran-4-ylcarbamate as a mixture (1.7 g).

1. customThe reaction mixture was evaporated
2. dissolutiondissolved in dichloromethane
3. customevaporated onto silica
4. custompurified on a silica column
5. washeluting with 50% ethyl acetate in isohexane