1,2-Dichloroethane → (3R)-ethyl 3-(2-(1-(bis(tert-butoxycarbonyl)amino)isoquinolin-6-ylamino)-2-(4-(2-hydroxyethyl)-3,5-dimethylphenyl)acetamido)-3-(3-nitrophenyl)propanoate

Participants

Reaction Conditions

Reaction Steps

EDC (187 mg, 0.97 mmol) and HOAt (132 mg, 0.97 mmol) were added to a solution of 39A (268 mg, 0.97 mmol) and 50C (500 mg, 0.89 mmol) in DMF (10 mL). Triethylamine (0.36 mL, 2.7 mmol) was added to the reaction mixture and it was stirred at 50° C. for 3 h. The reaction mixture was diluted with EtOAc, washed with water and brine, dried over Na2SO4 and concentrated in vacuo. The crude product was purified by flash chromatography (0% to 20% MeOH in CH2Cl2) to yield 50D (580 mg, 83%) as a yellow solid. MS (ESI) m/z 786.9 (M+H)+.

Provenance & Evidence