Diisobutylaluminumhydride → (R)-4-(2-oxo-4-(pyridin-2-yl)-2,3-dihydroimidazol-1-yl)-N-(2-oxo-5-phenyl-1-(2,2,2-trifluoroethyl)-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl)piperidine-1-carboxamide

Participants

Reaction Steps

Diisobutylaluminum hydride (1M, 0.108 mL, 0.108 mmol) was added to a solution of ethyl [({[1-({[(3R)-2-oxo-5-phenyl-1-(2,2,2-trifluoroethyl)-2,3-dihydro-1H-1,4-benzodiazepin-3-yl]amino}carbonyl)piperidin-4-yl]amino}carbonyl)amino](pyridin-2-yl)acetate (60 mg, 0.090 mmol) in toluene (4 mL) and dichloromethane (4 mL) at −78° C. and stirred for 30 min and then warmed to ambient temperature. After 4 h, the reaction was quenched with 1 N saturated potassium sodium tartrate solution and extracted with dichloromethane (2×). The combined organic extracts were dried over sodium sulfate, filtered, concentrated. Purification by silica gel chromatography (100% dichloromethane→10% methanol {1% ammonium hydroxide}/dichloromethane) gave the title compound. MS 604.2 (M+1)

Provenance & Evidence