反应详情

To a solution of tert-butyl(1R,3R,4S)-4-amino-3-((S)-1-hydroxy-2-methylpropyl)cyclohexylcarbamate (300 mg, 1.05 mmol) in DMF (10 mL) was charged with 3-(trifluoromethyl)benzoic acid (330 mg, 1.26 mmol), N,N-diethylisopropylamine (0.2 mL, 1.26 mmol), and HATU (480 mg, 1.26 mmol). The reaction was stirred for 16 h at RT and then partitioned between EtOAc and sat. NaHCO3; the aqueous phase was back extracted with EtOAc. The organic phases were combined, washed with brine, dried (Na2SO4), filtered, and concentrated in vacuo to afford tert-butyl(1R,3R,4S)-3-((S)-1-hydroxy-2-methylpropyl)-4-(2-(3-(trifluoromethyl)benzamido)acetamido)cyclohexylcarbamate. MS found: (M+H)+=516.

1. custompartitioned between EtOAc and sat. NaHCO3
2. extractionthe aqueous phase was back extracted with EtOAc
3. washwashed with brine
4. dry with materialdried (Na2SO4)
5. filtrationfiltered
6. concentrationconcentrated in vacuo