For R&D scientists and product formulators in the chemical and pharmaceutical industries, a deep understanding of key chemical intermediates is crucial for successful innovation. (4S)-4-benzyl-1,3-oxazolidine-2,5-dione (CAS: 14825-82-2) is a molecule of significant interest due to its versatile applications in stereoselective synthesis and polymer chemistry. As a dedicated manufacturer, we aim to provide clarity on its chemical properties and synthesis, enabling informed procurement decisions.

Understanding the Chemistry: Key Properties

The chemical behavior and utility of (4S)-4-benzyl-1,3-oxazolidine-2,5-dione are dictated by its structure. Derived from the amino acid L-phenylalanine, it possesses a five-membered oxazolidine ring incorporating two carbonyl groups and a benzyl substituent. This structure imbues it with several key properties:

• Chirality: The presence of a chiral center at the 4-position, derived from L-phenylalanine, is paramount. This stereochemical feature is what enables its role as a chiral auxiliary, directing reactions to produce enantiomerically pure or enriched products.
• Reactivity of N-Carboxyanhydride (NCA): As an NCA, it readily undergoes ring-opening polymerization under appropriate conditions, typically initiated by nucleophiles such as amines. This is fundamental to its use in synthesizing polypeptides.
• Electrophilic Carbonyl Centers: The two carbonyl groups offer sites for nucleophilic attack, facilitating various synthetic transformations and coupling reactions.
• Physical Appearance: It is typically supplied as a white to off-white solid, a characteristic easily verified upon receipt.
• Solubility: Its solubility profile in common organic solvents is important for reaction planning and purification steps.
• Stability: Understanding its stability under various conditions, especially regarding moisture, is crucial for storage and handling.

Synthesis Pathways: Manufacturing Excellence

The efficient and high-purity synthesis of (4S)-4-benzyl-1,3-oxazolidine-2,5-dione is a hallmark of a reliable chemical manufacturer. Common synthetic routes often begin with L-phenylalanine and involve cyclization reactions. Key methods include:

• Phosgenation Routes: Using reagents like phosgene, diphosgene, or triphosgene to react with L-phenylalanine derivatives. These methods, while effective, require careful handling due to the nature of the reagents. Modern protocols focus on safer alternatives and optimized conditions to ensure high yields and minimize byproducts.
• Alternative Carbonylating Agents: Employing less hazardous reagents to achieve the desired cyclization.
• Chiral Pool Strategy: Leveraging the inherent chirality of L-phenylalanine directly is a common and effective approach that preserves stereochemical integrity.

For industrial-scale production, process optimization is crucial. This involves controlling reaction parameters such as temperature, solvent choice, and reagent addition rates to maximize yield, ensure enantiomeric purity, and minimize impurities. At our manufacturing facility, we employ advanced techniques and rigorous quality control to guarantee the high standards our clients expect.

Procurement for Your Research and Production

When you choose to buy (4S)-4-benzyl-1,3-oxazolidine-2,5-dione from us, you are partnering with a manufacturer committed to excellence. We provide comprehensive product specifications, detailed CoAs, and technical support to help you integrate this versatile intermediate into your processes. Whether you require it for pharmaceutical intermediate synthesis, advanced polymer development, or intricate organic research, our dependable supply chain and competitive pricing ensure you receive the best value.

We encourage R&D scientists and procurement professionals to inquire about our offerings and explore how our high-quality (4S)-4-benzyl-1,3-oxazolidine-2,5-dione can contribute to your groundbreaking work.