反应详情

To a solution of methyl 6-(1-hydroxy-2-methyl-1-(1-trityl-1H-imidazol-4-yl)propyl)-2-naphthoate (16.5 g) in THF (160 mL) was added methanol (35 mL) and 4N-NaOH (35 mL) at 60° C. The mixture was stirred for 2 h, neutralized with conc.HCl. The mixture was concentrated, diluted with water and extracted with ethyl acetate. The extract was concentrated to give crude mixture of 6-(1-hydroxy-2-methyl-1-(1-trityl-1H-imidazol-4-yl)propyl)-2-naphthoic acid. To a solution of the crude mixture was added cyclopropylamine (3.24 mL), 1-hydroxybenzotriazole (5.37 g) and 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (6.72 g) under ice cooling. The mixture was stirred at room temperature for 63 h, diluted with water and extracted with ethyl acetate. The extract was washed with brine, dried and concentrated. The residue was washed with diethyl ether to give the titled compound (17.6 g) as a colorless powder.

1. concentrationThe mixture was concentrated
2. additiondiluted with water
3. extractionextracted with ethyl acetate
4. concentrationThe extract was concentrated
5. customto give crude
6. stirringThe mixture was stirred at room temperature for 63 h
7. extractionextracted with ethyl acetate
8. washThe extract was washed with brine
9. customdried
10. concentrationconcentrated
11. washThe residue was washed with diethyl ether