Water → ethyl gamma-(N-carbobenzoxy)amino-gamma-cyanobutanoate

Participants

Reaction Steps

To a stirred suspension of Cbz-isoglutamine ethyl ester (15.42 g, 50 mmol) and pyridine (8.48 mL, 105 mmol) in 360 mL of anhydrous THF at 0° C. was added dropwise a solution of trifluoroacetic anhydride (7.77 mL, 55 mmol) in 40 mL of THF, at such a rate to maintain a temperature of 0°-5° C. for 1-2 hours or until reaction was complete as evidenced by TLC (5% H2O/94% CH3CN/1% HOAc; Cu(OAc)2 stain.

Provenance & Evidence