tert-Butyl (S)-[1-(aminooxy)propan-2-yl]carbamate

Product Overview

tert-Butyl (S)-[1-(aminooxy)propan-2-yl]carbamate is a specialized chiral building block designed for advanced pharmaceutical synthesis. This compound features a Boc-protected aminooxy functionality attached to a chiral propane backbone, making it an essential precursor in the construction of complex beta-lactamase inhibitor structures. The stereochemical integrity of the (S)-configuration is strictly maintained during manufacturing to ensure optimal reactivity in downstream coupling reactions.

As a key intermediate, this carbamate derivative plays a critical role in the production of next-generation antibiotic agents. The aminooxy group provides a unique handle for oxime formation or ether linkage, while the tert-butoxycarbonyl group offers robust protection against unwanted side reactions during multi-step synthesis. Our manufacturing process emphasizes high optical purity and chemical stability to meet the rigorous demands of modern drug development.

Technical Specifications

Pharmaceutical Applications

The primary application of this material is as a critical intermediate in the synthesis of Avibactam, a potent non-beta-lactam beta-lactamase inhibitor. Avibactam is commonly combined with cephalosporin antibiotics to overcome bacterial resistance mechanisms. The precise incorporation of this chiral aminooxy carbamate ensures the final drug product exhibits the necessary biological activity and pharmacokinetic profiles required for clinical efficacy.

Beyond Avibactam, this building block is valuable for researchers developing novel antimicrobial agents and enzyme inhibitors. The protected aminooxy moiety allows for versatile chemical modifications, enabling medicinal chemists to explore diverse structure-activity relationships. Our supply chain supports both pilot-scale research and large-scale commercial production needs.

Quality Assurance and Storage

We adhere to strict quality control protocols to guarantee the consistency and reliability of every batch. Each production lot undergoes comprehensive testing using HPLC and NMR spectroscopy to verify chemical identity, purity, and chiral excess. A Certificate of Analysis (COA) is provided with every shipment to document compliance with specified parameters.

• Strict control of chiral purity to prevent racemization.
• Residual solvent analysis performed according to ICH guidelines.
• Packaged in moisture-resistant containers to maintain stability.
• Full traceability from raw materials to finished goods.

To preserve product integrity, store this compound in a cool, well-ventilated area away from direct sunlight and heat sources. The container should remain tightly sealed when not in use to prevent exposure to atmospheric moisture. Under recommended storage conditions, the material maintains its specified quality for extended periods, ensuring readiness for your synthesis campaigns.