301544-46-7Relevant articles and documents
New synthetic technology for efficient construction of α-hydroxy-β-amino amides via the passerini reaction
Semple, J. Edward,Owens, Timothy D.,Nguyen, Khanh,Levy, Odile E.
, p. 2769 - 2772 (2007/10/03)
The Passerini reaction of N-protected amino aldehydes, isonitriles, and TFA using pyridine-type bases proceeds under mild conditions and directly affords α-hydroxy-β-amino amide derivatives in moderate to high yields. These adducts are readily hydrolyzed to αhydroxy-β-amino carboxylic acids. Application of these key intermediates to concise syntheses of P1-α-ketoamide protease inhibitors is illustrated.