A two-step, one-pot synthesis of diverse N-pyruvoyl amino acid derivatives using the Ugi reaction.
A 100-member combinatorial library of alpha-ketoamides, which was designed to search potent cysteine protease inhibitors, was generated by a parallel solution-phase synthesis. A two-step one-pot synthesis, in which the Ugi reaction followed by pyridinium dichromate (PDC) oxidation was employed in the same reaction vessel, easily afforded the alpha-ketoamides in a short time.
Nakamura
M
M
Kobe Creative Center, Research Division of Senju Pharmaceutical Co., Ltd, Japan. masayuki-nakamura@senju.co.jp
Inoue
J
J
Yamada
T
T
D000596:Amino Acids / Q000138:chemical synthesis*; D020650:Combinatorial Chemistry Techniques; D015853:Cysteine Proteinase Inhibitors / Q000138:chemical synthesis*; D010084:Oxidation-Reduction; D011726:Pyridinium Compounds / Q000737:chemistry; D011773:Pyruvates / Q000138:chemical synthesis
D000596:Amino Acids; D015853:Cysteine Proteinase Inhibitors; D011726:Pyridinium Compounds; D011773:Pyruvates; C061685:pyridinium dichromate