反应详情

EDCI (169 mg, 880 μmol) and HOBT (119 mg, 880 μmol) were added to a solution of (R)-3-[N-(5′-chloro-2′-fluorobiphenyl-4-ylmethyl)hydrazino]-2-hydroxypropionic acid 5-methyl-2-oxo-[1,3]dioxol-4-ylmethyl ester (200 mg, 440 μmol) and 3-methoxyisoxazole-5-carboxylic acid (63 mg, 440 μmol) in DMF (10 mL). DIPEA (114 mg, 880 μmol) was added and the mixture was stirred for 5 hours at room temperature. The mixture was washed with saturated aqueous NaCl (2×30 mL) and extracted with EtOAc (2×50 mL). The combined organic layers were dried over anhydrous Na2SO4 and concentrated in vacuo. The residue was purified by column chromatography (hexanes/EtOAc=1:1) to yield the title compound as a white solid (60 mg). LC-MS: 576.1 [M+H]+. 1H-NMR: (DMSO-d6) 2.14 (s, 3H), 3.21-3.19 (m, 2H), 3.91 (s, 3H), 4.17-4.11 (m, 2H), 4.31 (br, 1H), 4.98 (s, 2H), 5.57 (br, 1H), 6.73 (s, 1H), 7.57-7.34 (m, 7H), 10.07 (s, 1H).

1. washThe mixture was washed with saturated aqueous NaCl (2×30 mL)
2. extractionextracted with EtOAc (2×50 mL)
3. dry with materialThe combined organic layers were dried over anhydrous Na2SO4
4. concentrationconcentrated in vacuo
5. customThe residue was purified by column chromatography (hexanes/EtOAc=1:1)