Product Description
(R)-2-(Acetylamino)-3-methoxypropionic Acid、196601-67-9
AI Product Description
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(R)-2-(Acetylamino)-3-methoxypropionic acid is a specialized chiral building block widely utilized in modern organic synthesis, particularly within the pharmaceutical and fine chemical industries. With the molecular formula C6H11NO4 and a CAS number of 100967-85-7, this compound serves as a crucial precursor for the development of complex bioactive molecules. The molecule features an optically pure (R)-configuration at the alpha-carbon, ensuring high stereoselectivity in downstream reactions, which is often essential for biological activity in drug candidates.
The primary application of this reagent lies in peptide chemistry and the synthesis of non-natural amino acids. Its structure combines an acetyl-protected amine group with a methoxy-substituted propionic acid backbone, offering unique reactivity profiles that facilitate the construction of peptidomimetics. These peptidomimetics are increasingly important in medicinal chemistry for improving the metabolic stability and oral bioavailability of therapeutic peptides. Researchers frequently employ this compound to introduce specific stereochemical features into novel drug scaffolds, targeting various disease states including viral infections, cancer, and neurological disorders.
In laboratory settings, (R)-2-(Acetylamino)-3-methoxypropionic acid acts as a versatile intermediate for coupling reactions. It can be readily deprotected or modified to yield diverse derivatives, making it indispensable for library synthesis in high-throughput screening programs. The presence of the methoxy group adds steric and electronic characteristics that can influence binding affinity to target proteins, while the acetyl group provides temporary protection during multi-step synthesis sequences.
Due to its specific chirality, this material must be handled with care to maintain enantiomeric purity, as even minor racemization can significantly alter the efficacy of final products. It is typically supplied as a high-purity white crystalline solid, requiring storage under inert atmospheres to prevent degradation. As the demand for precision medicine grows, compounds like this continue to play a pivotal role in accelerating the discovery and optimization of next-generation therapeutics, bridging the gap between simple organic precursors and life-saving medications.