反应详情

To a mixture of 5-(ethoxycarbonyl)-4′-methylbiphenyl-3-carboxylic acid (1.50 g, 5.28 mmol), N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride (2.0 g, 10 mmol), 1-hydroxybenzotriazole hydrate (0.404 g, 2.64 mmol), and CH2Cl2 (30 mL) were added (R)-3-hydroxypyrrolidine (0.92 g, 10 mmol) and N,N-diisopropylethylamine (1.8 mL, 10 mmol). The mixture was stirred at room temperature overnight, and then diluted with CH2Cl2 (100 mL), washed with aq. NaHCO3, brine, dried (Na2SO4), and concentrated in vacuo. The residue was purified by silica gel column (100% EtOAc) to afford a white foam. LC-MS: 354.2 [M+1]+; 1H NMR (400 MHz, CDCl3): 8.32 (s, 1H), 8.16 and 8.12 (bs, 1H), 7.92 (m, 1H), 7.53 (d, 2H, J=7.6 Hz), 7.28 (d, 2H, J=8.4 Hz), 4.63 and 4.49 (bs, 1H), 4.41 (q, 2H, J=7.2 Hz), 3.95-3.40 (m, 4H), 2.41 (s, 3H), 2.20-1.90 (m, 2H), 1.41 (t, 3H, J=7.2 Hz).

1. washwashed with aq. NaHCO3, brine
2. dry with materialdried (Na2SO4)
3. concentrationconcentrated in vacuo
4. customThe residue was purified by silica gel column (100% EtOAc)
5. customto afford a white foam