Hydrochloric Acid → HCID 18659596, compound

Participants

Reaction Steps

To 10 ml of anhydrous THF were added 360 mg of zinc powder and a small amount of iodide, and the mixture was heated at reflux. A solution of 0.54 ml of ethyl bromoacetate in 6.0 ml of anhydrous THF was added thereto dropwise, followed by heating at reflux for 5 minutes. A solution of 1.0 g of N-benzyloxycarbonyl-L-leucine-(1-formyl)pentylamide prepared in the same manner as in Example 4-(b) in 14 ml of anhydrous benzene was then added thereto dropwise, followed by heating at reflux for 30 minutes. After allowing the mixture to cool, 1N hydrochloric acid was added thereto, and the reaction mixture was extracted with ethyl acetate. The organic layer was washed with water and dried over anhydrous sodium sulfate. The solvent was removed by distillation under reduced pressure, and the residue was purified by medium-pressure column chromatography on silica gel to obtain 410 mg of the titled compound as an oily substance.

Provenance & Evidence