Tetrahydrofuran → (E)-8-(3-(1H-imidazol-1-yl)propylamino)-7-((naphthalen-1-yloxy)methyl)-8-oxo-6-octenoic acid

Participants

Reaction Steps

Methyl (E)-8-(3-(1H-imidazol-1-yl)propylamino)-7-((naphthalen-1-yloxy)-methyl)-8-oxo-6-octenoate (350 mg, 0.77 mM) obtained in Example (2-1-1) was dissolved in water (1 ml), and lithium hydroxide monohydrate (LiOH.H2O) (96 mg, 2.31 mM) and tetrahydrofuran (4 ml) were added thereto. The resulting mixture was stirred at room temperature for 10 mins, followed by stirring at 50° C. for 3 hrs. After the completion of reaction, the reaction mixture was cooled to room temperature, followed by adding ice water thereto. Then, the solvent was removed under reduced pressure, and the residue was cooled to 5° C. again and acidified (pH 4) with 2N hydrochloric acid. The resultant was filtered and dried over anhydrous magnesium sulfate to obtain the 350 mg of the title compound as a white solid (yield 85%).

Provenance & Evidence