反应详情

A mixture of (S)-3-[4-(2-trimethylsilanyl-ethylsulfanyl)-phenyl]-pyrrolidine-1-carboxylic acid tert-butyl ester (613 mg, 1.615 mmol) and tetrabutylammoniumfluoride (1.0 M in THF, 10.5 mL) was stirred overnight. A solution of 10% KHSO4/Na2SO4 was then added and the resulting mixture was extracted with EtOAc. The combined organic extracts were washed with brine, dried over Na2SO4, filtered, and evaporated under reduced pressure. The residue was purified via flash chromatography (hexane/EtOAc, 91/9) to give 288 mg (64% yield) of (S)-3-(4-mercapto-phenyl)-pyrrolidine-1-carboxylic acid tert-butyl ester as a colorless oil.

1. extractionthe resulting mixture was extracted with EtOAc
2. washThe combined organic extracts were washed with brine
3. dry with materialdried over Na2SO4
4. filtrationfiltered
5. customevaporated under reduced pressure
6. customThe residue was purified via flash chromatography (hexane/EtOAc, 91/9)