Acetic Acid → [4'-{[2-(tert-Butoxycarbonyl)-3-hydroxy-4-(trifluoromethyl)benzyl]oxy}-2-(dimethylamino)-1,1'-biphenyl-4-yl]acetic acid

Participants

Reaction Steps

36% aqueous formaline solution (0.5 ml), acetic acid (100 μl) and cyano sodium borohydride (36 mg, 0.59 mmol) were successively added to a solution of (2-amino-4′-{[2-(tert-butoxycarbonyl)-3-hydroxy-4-(trifluoromethyl)benzyl]oxy}-1,1′-biphenyl-4-yl)acetic acid (50 mg, 0.096 mmol) obtained in Example 38 in acetonitrile (4 ml), and the mixture was stirred at room temperature overnight. After the reaction mixture was poured into water and extracted with ethyl acetate, the organic layer was successively washed with water and a saturated aqueous NaCl solution and dried with anhydrous sodium sulfate. The residue obtained by removing the solvent under reduced pressure was purified by silica gel preparative thin layer chromatography (developing solvent: methylene chloride/methanol=20/1) to give the title compound as a yellow oil (48 mg, yield: 92%.)

Provenance & Evidence