Hydrochloric Acid → HCID 86708786, compound

Participants

Reaction Steps

To (2S,4S)-tert-butyl-2-(5-(4′-(2-((S)-1-((S)-2-(methoxycarbonylamino)-3-methylbutanoyl)pyrrolidin-2-yl)-1H-imidazol-5-yl)biphenyl-4-yl)-1H-imidazol-2-yl)-4-(methoxymethyl)pyrrolidine-1-carboxylate (191 mg, 0.26 mmol) in DCM (5 mL) and MeOH (1 mL) was added HCl (4M in dioxane, 1.0 mL). The solution stirred for 16 h, and the solvent was removed. The intermediate was dissolved in DMF (5 mL). (R)-2-(tert-butoxycarbonylamino)-2-phenylacetic acid (65 mg, 0.26 mmol), COMU (124 mg, 0.26 mmol), and DIPEA (0.23 mL, 1.3 mmol) were added sequentially. The solution stirred for 2 h., diluted with MeOH/EtOAc (1:10), washed with sat. NaHCO3 twice, brine, dried over MgSO4 and concentrated. It was purified by silica gel chromatography to yield product (187 mg).

Provenance & Evidence