反应详情

To the solution of methyl(6-((2-chloro-4-hydroxybenzyl)oxy)-2,3-dihydro-1-benzofuran-3-yl)acetate (34.9 mg) in toluene (0.25 mL) and THF (0.25 mL) were added a solution of 3-methoxy-1-propanol (13.5 mg) in toluene (0.5 mL) and a solution of tributylphosphine (40.5 mg) in toluene (0.5 mL). To the mixture was added ADDP (50.5 mg) and the mixture was stirred at room temperature overnight. To the mixture was added water (1.0 mL), and the mixture was extracted with EtOAc (2.0 mL). The organic layer was separated and concentrated. The residue was purified by preparative HPLC (C18, eluent: water/CH3CN (including 0.1% TFA)). After solvent evaporated, the residue was added 1.0 N NaOH (0.5 mL) and the mixture was stirred at 50° C. overnight. The mixture was added EtOAc (3.0 mL), and the organic layer was separated. The aqueous layer was acidified with 10% aqueous citric acid solution (0.5 mL), and extracted with EtOAc (3.0 mL). The organic layer was separated and concentrated. The residue was purified by preparative HPLC (C18, eluent: water/CH3CN (including 0.1% TFA)). The solvent was evaporated to give the title compound (13.1 mg).

1. extractionthe mixture was extracted with EtOAc (2.0 mL)
2. customThe organic layer was separated
3. concentrationconcentrated
4. customThe residue was purified by preparative HPLC (C18, eluent: water/CH3CN (including 0.1% TFA))
5. customAfter solvent evaporated
6. additionthe residue was added 1.0 N NaOH (0.5 mL)
7. stirringthe mixture was stirred at 50° C. overnight
8. additionThe mixture was added EtOAc (3.0 mL)
9. customthe organic layer was separated
10. extractionextracted with EtOAc (3.0 mL)
11. customThe organic layer was separated
12. concentrationconcentrated
13. customThe residue was purified by preparative HPLC (C18, eluent: water/CH3CN (including 0.1% TFA))
14. customThe solvent was evaporated