1,1'-Carbonyldiimidazole → HCID 66855550, compound

Participants

Reaction Steps

To a solution of 500 mg Z-Pro-OH in 6 ml DMF was added a solution of 325 mg 1,1′-carbonyldiimidazole in 2 ml DMF. After stirring for 30 minutes a solution of 201 mg N-Hydroxy-cyclopropanecarboxamidine in 2 ml DMF was added and the solution stirred for 12 h at room temperature until LCMS showed complete conversion to the intermediate O-acyl amide oxime. Further 325 mg CDI were added and the mixture stirred at 115° C. for 5 h. It was diluted with ethyl acetate and extracted with aqueous LiCl (4% w/w), aqueous NaHCO3 and 0.1 M HCl. The organic layer was dried over MgSO4 and concentrated to furnish the crude product as colorless oil. Yield: 228 mg.

Provenance & Evidence