Ethyl Acetate → HCID 58787870, compound

Participants

Reaction Steps

To a solution of (R)-2-tert-butoxycarbonylamino-4-(4′-butyl-biphenyl-4-yl)-2-methyl-butyric acid ethyl ester (22 mg) in diethylether is added lithium borohydride (20 mg). After stirring the suspension for 9 h at RT, ethyl acetate (5 ml) is added and the mixture is washed with water (2 ml), 1M citric acid (2×2 ml) and water (2 ml). The organic phase is dried over MgSO4, the solvent removed and the crude material purified by chromatography using diethyl ether/hexane (1/1) (Rf=0.31, MS: (ES+): 412.6 (M+H)+). The purified product is dissolved in dioxane containing 4M HCl and left at room temperature for 16 h. After lyophilisation, the desired compound is obtained as a white solid in the hydrochloride salt form (Rf=0.48 in DCM/methanol 100/15, MS: (ES+): 312.5 (M+H)+).

Provenance & Evidence