反应详情

5.27 g (5.65 mmol) of the compound from example 12A was dissolved in approx. 60 ml tetrahydrofuran. 2.1 ml (15.2 mmol) Triethylamine, 0.57 ml (15.2 mmol) formic acid and 0.35 g (0.30 mmol) tetrakis(triphenylphosphin)palladium(0) were added. The reaction mixture was stirred over night at room temperature. The reaction was diluted with approx. 60 ml water and twice extracted with approx. 50 ml dichloromethane. The combined organic phases were extracted with brine, dried over sodium sulfate and concentrated to dryness under reduced pressure. The raw product was dissolved in dichloromethane and chromatographed over approx. 500 ml silica gel. Solvents used were dichloromethane, dichloromethane/methanol 20/1 and dichloromethane/methanol 1/1. The product-containing fractions were combined and concentrated to dryness under reduced pressure. The raw product was further purified by preparative RP-HPLC on a C18 column with a water/methanol gradient to yield 1.37 g (24% of theory) product.

1. extractiontwice extracted with approx. 50 ml dichloromethane
2. extractionThe combined organic phases were extracted with brine
3. dry with materialdried over sodium sulfate
4. concentrationconcentrated to dryness under reduced pressure
5. dissolutionThe raw product was dissolved in dichloromethane
6. customchromatographed over approx. 500 ml silica gel
7. concentrationconcentrated to dryness under reduced pressure
8. customThe raw product was further purified by preparative RP-HPLC on a C18 column with a water/methanol gradient
9. customto yield 1.37 g (24% of theory) product