Lithium Hydroxide → (1R,2S)-1-[[(1R,2R,4S)-2-[[(1S)-1-(cyclopentylcarbamoyl)-2,2-dimethyl-propyl]carbamoyl]-4-[(7-methoxy-2-phenyl-4-quinolyl)oxy]cyclopentanecarbonyl]amino]-2-vinyl-cyclopropanecarboxylic acid

Participants

Reaction Steps

To a solution of 52 (14 mg, 0.019 mmol) in dioxane/H2O 1:1: (4 mL) was added 1 M LiOH (115 μL, 0.115 mmol). The solution was stirred for 24 h at room temperature. Thereafter an additional portion of LiOH (75 μL, 0.075 mmol) was added and the solution was stirred for another 24 h. After acidification to approximately pH 3 with 1 M HCl and co-evaporation with toluene the residue was purified by HPLC (MeOH/H2O 70:30 with 0.2% TFA) yielding 53 (8 mg, 60%) as a colorless solid.

Provenance & Evidence