Ammonium Hydroxide → Benzyl (3s,4s)-3-amino-4-hydroxypyrrolidine-1-carboxylate

Participants

Reaction Conditions

Reaction Steps

To a solution of 20.7 g (94.4 mmol) of benzyl 6-oxa-3-azabicyclo[3.1.0]hexane-3-carboxylate in 80 mL of methanol was added 80 mL of ammonium hydroxide. The reaction mixture was stirred at 60° C. overnight. The concentration of the reaction mixture under reduced pressure gave an oil residue (22.3 g, 94.4 mmol), which was used directly for the next N-Boc-protection reaction. MS (M+H)+ 237.

Provenance & Evidence