反应详情

To a solution of 0.21 g of 1-(2-hydroxyethyl)pyrrolidine in 5 ml of dimethylformamide, 0.076 g of NaH (60% dispersion in mineral oil) were added and the mixture was kept at reflux for 2 hrs, then 0.35 g of 3β-(2-tosyloxyethylthio)-17β-(3-furyl)-5β-androstan-14β-ol in 2 ml of dimethylformamide was added, the mixture was kept at reflux temperature for 4 hrs and 5 ml of water were added. The residue was extracted with methylene chloride, the organic layer was washed with water to neutral pH, dried over anhydrous sodium sulfate and evaporated to dryness under reduced pressure. The crude product was purified by flash-chromatography (SiO2) using methylene chloride/methanol 95/5 as eluant to give 0.22 g of the title compound (I-bz) as a white pasty solid.

1. temperatureat reflux for 2 hrs
2. temperatureat reflux temperature for 4 hrs
3. extractionThe residue was extracted with methylene chloride
4. washthe organic layer was washed with water to neutral pH
5. dry with materialdried over anhydrous sodium sulfate
6. customevaporated to dryness under reduced pressure
7. customThe crude product was purified by flash-chromatography (SiO2)