(S)-4-Methyloxazolidine-2,5-dione, identified by its CAS number 2224-52-4, is a highly significant chemical intermediate in the realm of advanced organic synthesis. Known by various synonyms such as L-Ala-N-carboxyanhydride and N-Carboxyalanine Anhydride, this compound presents as a white to off-white powder. Its molecular formula, C4H5NO3, and molecular weight of approximately 115.09, underscore its concise yet versatile chemical structure. This substance is pivotal due to its unique reactivity and stereo-specificity, making it indispensable in the creation of complex molecules, particularly within the pharmaceutical sector. Its role as a building block for intricate chemical structures highlights its fundamental importance in modern synthetic chemistry.
Delving into its physical and chemical properties, (S)-4-Methyloxazolidine-2,5-dione boasts a melting point of 92℃ and a density of 1.296. A key feature of this compound is its chirality, indicated by an optical activity of +5.13° (at 25/D, c=6.4, dioxane). This chiral nature is critical, as it allows the compound to participate in the synthesis of enantiomerically pure substances, which are often required for pharmaceutical applications to ensure specific biological activity and minimize side effects. Proper storage in a cool, ventilated place, or under an inert atmosphere in a freezer below -20°C, is essential to maintain its high purity and stability, typically guaranteed at ≥97.0% assay.
The primary application of (S)-4-Methyloxazolidine-2,5-dione lies in its indispensable role as an intermediate in the synthesis of Glatiramer acetate (CAS: 147245-92-9), a widely recognized pharmaceutical agent. Beyond this specific application, it serves as a versatile α-amino acid building block for the synthesis of a broad spectrum of oligopeptides and nonpeptide compounds. Its utility extends to the large-scale preparation of polypeptides through controlled polymerization, a process where the purity and side-chain integrity of the N-Carboxy Anhydrides (NCAs) significantly influence the quality of the resulting polymers. This makes it a crucial reagent in academic research and industrial production where precise molecular construction is paramount. Its capability to act as an organic reagent for the synthesis of enantiomeric pure substances further expands its utility, offering precise control over stereochemistry in complex synthetic pathways.
(S)-4-Methyloxazolidine-2,5-dione is typically synthesized from L-alanine, using methods that emphasize high yield and purity, reflecting the demanding requirements of its downstream applications. The production process often involves carefully controlled reactions, such as those with triphosgene, followed by purification steps to achieve the desired specification. As a vital chemical intermediate, its availability is supported by a global network of chemical manufacturers and suppliers. Companies seeking to purchase this high-purity material for their synthetic needs can expect competitive prices and various packaging options, including 25 kg drums, adaptable to customer requirements. The market for this specialized chemical continues to grow, driven by ongoing advancements in peptide chemistry and pharmaceutical development.
The continued demand for active pharmaceutical ingredients and advanced research compounds underscores the enduring importance of (S)-4-Methyloxazolidine-2,5-dione. Its unique chemical profile and vital role in the synthesis of complex biomolecules ensure its position as a cornerstone in the fine chemical industry. For those looking to buy or purchase this product, collaborating with a reliable supplier or manufacturer is crucial to ensure adherence to stringent quality standards and consistent supply. Its application in groundbreaking pharmaceutical research solidifies its status as a compound with significant future potential, contributing to innovations in medicine and biotechnology worldwide.
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