L-Alaninol → (S)-Ethyl 5-(1-hydroxypropan-2-ylcarbamoyl)-4'-methylbiphenyl-3-carboxylate

Participants

Reaction Steps

To a mixture of 5-(ethoxycarbonyl)-4′-methylbiphenyl-3-carboxylic acid (35 mg, 0.12 mmol), N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride (47 mg, 0.25 mmol), 1-hydroxybenzotriazole hydrate (19 mg, 0.12 mmol), and CH2Cl2 (3 mL) were added (S)-2-aminopropan-1-ol (10 mg, 0.14 mmol) and N,N-diisopropylethylamine (0.032 mL, 0.18 mmol). The mixture was stirred at room temperature overnight, and then concentrated. The residue was purified by preparative HPLC (100×21.2 mm C18 column, 30-70% MeCN/water[10 mM Et2NH]) to afford a white solid.

Provenance & Evidence