反应详情

温度

0 °C

To a stirred turbid mixture of N-[valinyl]aspartic acid, α-methyl, β-tert-butyl diester 2.75 g, 9.11 mmol) and 1,3-dimethylindole-2-carboxylic acid (1.95 g, 10.3 mmol) in DMF (30 ml) was added 4-dimethylaminopyridine (DMAP) (1.26 g, 10.3 mmol) and EDAC (2.37 g, 12.4 mmol). The reaction mixture was stirred under a nitrogen atmosphere at 0° C. for 1 hour and at room temperature for 3 hours. The reaction mixture was then partitioned between ethyl acetate and 5% KHSO4 solution and the aqueous solution was back-extracted with ethyl acetate. The combined extracts were washed with saturated NaHCO3 solution, water, and brine, dried over sodium sulfate, and concentrated to give a solid. The solid was triturated with ether to give N-[1,3-dimethyl-indole-2-cabonyl)valinyl]aspartic acid, α-methyl, β-tert-butyl diester as a white powder (2.87 g, 67%).

1. customThe reaction mixture was then partitioned between ethyl acetate and 5% KHSO4 solution
2. extractionthe aqueous solution was back-extracted with ethyl acetate
3. washThe combined extracts were washed with saturated NaHCO3 solution, water, and brine
4. dry with materialdried over sodium sulfate
5. concentrationconcentrated
6. customto give a solid
7. customThe solid was triturated with ether