4-Toluenesulfonyl chloride → Benzyl (3R)-3-[(4-methylbenzene-1-sulfonyl)oxy]pyrrolidine-1-carboxylate

Participants

Reaction Steps

22.25 g (0.117 moles) of toluene-4-sulfonyl chloride, dissolved in 30 ml of pyridine, were added dropwise to a stirred solution of 11.79 g (0.053 moles) of (3R)-N-benzyloxycarbonyl-3-hydroxypyrrolidine [J. Chem. Soc., Chem. Commun. 1984, 1298]in 50 ml of pyridine, cooled below 0° C. After the addition, the reaction mixture was kept at 5° C. for 48 hours.

Provenance & Evidence