Mohammad Salman

A Convenient Approach to the Synthesis of ω-Heterocyclic Amino Acids from Carboxy Lactams through Ring-Chain Transformation; Part 1: Synthesis of (2S)-/(2R)-2-Amino-4-(1-aryl-/1,5-diaryl-1H-pyrazol-3-yl)butyric Acid

A general method is reported for the synthesis of co-heterocyclic α-amino acids, which involves preparation of enaminone intermediates from thiolactams, followed by reaction with dinucleophiles, resulting in a single-stepcondensation and ring-chain transformation to the desired ω-heterocyclic α-amino acids after deprotection of amine and carboxylic group. The reaction steps preserve the chirality of the parent-substituted lactam. The method is illustrated by the synthesis of (2S)- and (2R)-2-amino-4-(1-aryl-/ 1,5-diaryl-1H-pyrazol-3-yl)butyric acids.