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A convenient synthesis of 4-substituted 2-(3-hydroxy-2-oxo-1-phenethylpropylcarbamoyl)pyrrolidine- 1-carboxylic acid benzyl esters 17 and 18 as new cysteine protease inhibitors is described. The synthetic key strategies involve the diazocarbonyl insertion reaction of N-Boc-L-homophenylalanine (1) by diazomethane, acetylation of the bromoketone 2 with sodium acetate, and condensation of acids 12, 14 with (3S)-3-amino-2-oxo-5-phenyl-pentyl acetate monohydrochloride (4) in good yield

zeitschrift für naturforschung b

A Simple Synthesis of 4-Substituted 2-(3-Hydroxy-2-oxo-1-phenethylpropylcarbamoyl) pyrrolidine-1-carboxylic Acid Benzyl Esters as Novel Cysteine Protease Inhibitors