Pyridine → HCID 57090544, compound

Participants

Reaction Steps

To a solution of pyridine (8.5 ml) in dichloromethane (150 ml) was added chromium trioxide (5.55 g) in an ice bath and the mixture was stirred at room temperature for 1 hour. To the solution were added Celite and a solution of (2S,4S)-1-t-butoxycarbonyl-2-hydroxymethyl-4-phenylsulfonylaminopyrrolidine (3.4 g) in dichloromethane (20 ml) and the mixture was stirred at room temperature for 1 hour. After being diluted with a mixture of n-hexane and ethyl acetate (1:1, 150 ml), the solution was passed through silica gel and the solvent was evaporated in vacuo to give (2S,4S)-1-t-butoxycarbonyl-2-formyl-4-phenylsulfonylaminopyrrolidine as a pale yellow oil.

Provenance & Evidence