Ethyl Trans-2-(4-Aminocyclohexyl)acetate Hydrochloride丨CAS 76308-26-4

This compound is primarily used as an intermediate in the synthesis of active pharmaceutical ingredients (APIs) and bioactive molecules. Its chiral cyclohexylamine moiety is key for the construction of stereochemically defined drugs, including central nervous system agents, analgesics, and other therapeutic compounds. The ester group allows further functionalization through hydrolysis, amidation, or reduction, enabling the preparation of derivatives with improved pharmacological properties. In medicinal chemistry, it is employed in structure–activity relationship (SAR) studies to optimize potency, selectivity, and metabolic stability of drug candidates. Additionally, this compound is used in chemical research for preparing chiral building blocks, exploring amine-based transformations, and synthesizing heterocyclic scaffolds.

The key benefits of Ethyl trans-2-(4-Aminocyclohexyl)acetate Hydrochloride include its stereochemical purity, chemical reactivity, and stability in hydrochloride form. The trans configuration of the cyclohexyl ring ensures predictable stereochemical outcomes in downstream synthesis, which is critical for pharmacologically active compounds. The primary amine allows versatile functionalization, while the ester group provides a handle for modifications to fine-tune solubility, lipophilicity, or biological activity. Its hydrochloride salt enhances water solubility, simplifies handling, and improves storage stability. The compound's structural rigidity and multifunctionality make it an efficient and reliable intermediate in multi-step synthetic pathways.