Triethylamine → (S)-2-Formyl-pyrrolidine-1-carboxylic acid benzyl ester

Participants

Reaction Steps

To a stirred solution of N-Cbz-L-prolinol (5 g; 21.26 mmol, from steps 24b or 24c above) in 20 mL of anhydrous DMSO were added 8.89 mL (63.79 mmol) of triethylamine and 10.75 g (63.79 mmol) of SO3 -pyridine complex in 35 mL of DMSO. The reaction mixture was stirred at room temperature for 10 min; then poured into 200 mL of ice water. The mixture was extracted with ether, the extract was dried over Na2SO4 and concentrated to afford the title product, 3.058 g (70% yield).

Provenance & Evidence