反应详情

The acid component, 3-{6-[2-(2-ethoxycarbonyl-ethyl)-3-(3-ethoxycarbonyl-propoxy)-phenyl]-hexyloxy}-5-(4-methyl-thiophen-3-yl)-benzoic acid or 3-(2,3-dihydro-benzo[1,4]dioxin-6-yl)-5-{6-[2-(2-ethoxycarbonyl-ethyl)-3-(3-ethoxycarbonyl-propoxy)-phenyl]-hexyloxy}-benzoic acid (0.15 mmol), the appropriate amine (1.2 eq.), PyBroP (1.1 eq.), diisopropylethylamine (2 eq.) and dichloromethane (2 mL) were combined together and stirred at room temperature overnight. The reaction mixture was diluted with ethyl acetate and washed with water and brine. The organic extract was dried over anhydrous sodium sulfate and concentrated to dryness. The material was used without further purification for the next step. The total amount of the product obtained from the previous step was dissolved in ethanol (2 mL) and a 10 M NaOH solution was added (3 eq.). The resulting reaction mixture was stirred at room temperature for 5 h. Then it was neutralized with 3 N HCl and extracted into ethyl acetate. The organic extract was dried over anhydrous sodium sulfate and concentrated to dryness. The crude material was purified on reverse-phase HPLC to afford the title compound.

1. washwashed with water and brine
2. extractionThe organic extract
3. dry with materialwas dried over anhydrous sodium sulfate
4. concentrationconcentrated to dryness
5. customThe material was used without further purification for the next step
6. customThe total amount of the product obtained from the previous step
7. customThe resulting reaction mixture
8. stirringwas stirred at room temperature for 5 h
9. extractionextracted into ethyl acetate
10. extractionThe organic extract
11. dry with materialwas dried over anhydrous sodium sulfate
12. concentrationconcentrated to dryness
13. customThe crude material was purified on reverse-phase HPLC