反应详情

A solution of N-[2-chloro-4-[[[(3-hydroxyphenyl)methyl]amino]carbonyl]benzoyl]-3-(thiophene-2-carbonyl)amino-L-alanine, methyl ester (8.30 g, 16.1 mmol) and lithium hydroxide monohydrate (2.05 g, 48.9 mmol) in tetrahydrofuran (60 mL), methanol (20 mL), and water (40 mL) was stirred at room temperature overnight. The solution was concentrated to remove tetrahydrofuran and methanol, and ethyl acetate (200 mL) and 1 M HCl (100 mL) were added. The aqueous layer was extracted with ethyl acetate (100 mL) and the combined organic layers were washed with brine (200 mL), dried (MgSO4), filtered, and evaporated to give N-[2-chloro-4-[[[(3-hydroxyphenyl)methyl]amino]carbonyl]benzoyl]-3-(thiophene-2-carbonyl)amino-L-alanine (7.75 g, 96%) as a white solid.

1. concentrationThe solution was concentrated
2. customto remove tetrahydrofuran and methanol, and ethyl acetate (200 mL) and 1 M HCl (100 mL)
3. additionwere added
4. extractionThe aqueous layer was extracted with ethyl acetate (100 mL)
5. washthe combined organic layers were washed with brine (200 mL)
6. dry with materialdried (MgSO4)
7. filtrationfiltered
8. customevaporated