(R)-3-(Toluene-4-sulfonyloxy)-pyrrolidine-1-carboxylic acid tert-butyl ester

83220-73-9

98-59-9

139986-03-1

GENERAL STEPS: 1-Boc-3-hydroxy-pyrrolidine (7.3 g, 39 mmol), p-toluenesulfonyl chloride (8.2 g, 43 mmol), triethylamine (9.8 g, 97 mmol), and 4-dimethylaminopyridine (240 mg) were dissolved in dichloromethane (100 mL), and the reaction was stirred for 8 hours at 80 °C. After completion of the reaction, the mixture was cooled to room temperature. The reaction mixture was washed with saturated saline (100 mL) and the organic layer was separated and dried over anhydrous sodium sulfate. The solvent was removed by concentration under reduced pressure and the resulting crude product was purified by fast silica gel column chromatography to afford tert-butyl (R)-3-(toluene-4-sulfonyloxy)-pyrrolidine-1-carboxylate in quantitative yield.