(1R,2S)-2-Aminocyclopentanecarboxylic acid丨CAS 122672-46-2

(1R,2S)-2-Aminocyclopentanecarboxylic acid is a chiral amino acid widely used in pharmaceutical research, peptide synthesis, and organic chemistry. It serves as a key building block for the synthesis of cyclic peptides, peptidomimetics, and heterocyclic compounds, where the cyclopentane ring imparts conformational rigidity and enhances biological activity. In medicinal chemistry, it is applied in the design of enzyme inhibitors, receptor ligands, and small-molecule drug candidates that require defined stereochemistry and structural stability. The compound is also used in peptide-based material research, enabling the development of foldamers, supramolecular assemblies, and functionalized peptide scaffolds. Its stereochemically pure form ensures precise incorporation into chiral frameworks, supporting the synthesis of biologically active and stereoselective molecules.

The benefits of (1R,2S)-2-Aminocyclopentanecarboxylic acid arise from its rigid cyclopentane structure, defined stereochemistry, and chemical versatility. The amino and carboxyl groups allow conventional peptide coupling, amidation, and functionalization reactions, while the cyclic backbone restricts conformational flexibility, enhancing the stability and activity of peptides and peptidomimetics. Its enantiomeric purity enables reliable stereochemical control in multi-step synthesis, reducing the risk of racemization or undesired isomers. The compound is compatible with common solvents, peptide coupling reagents, and protecting groups, facilitating its use in complex synthetic sequences. These properties make it a valuable intermediate for pharmaceutical development, peptide chemistry, and stereochemically defined molecule synthesis.