BOC-L-Pyroglutamic Acid Benzyl Ester, with CAS number 113400-36-5, is a sophisticated organic compound that serves as a foundational element in various advanced chemical synthesis pathways, particularly within the pharmaceutical industry. As a derivative of pyroglutamic acid, it combines protective groups that facilitate precise chemical manipulations, making it a sought-after intermediate for complex molecule construction.

Chemical Profile: BOC-L-Pyroglutamic Acid Benzyl Ester

The chemical identity of this compound is defined by its molecular formula, C17H21NO5, and a molecular weight of approximately 319.35 g/mol. It typically presents as a white powder, with a reported melting point in the range of 69-70 °C. These physical characteristics are important for handling, storage, and reaction planning. The presence of the tert-butoxycarbonyl (Boc) group and the benzyl ester on the pyroglutamic acid core are critical for its utility in multistep synthesis. The Boc group protects the amine nitrogen, while the benzyl ester protects the carboxylic acid functionality, allowing for selective deprotection and further reactions.

Synthesis and Manufacturing Considerations

The synthesis of BOC-L-Pyroglutamic Acid Benzyl Ester often involves the reaction of benzyl (S)-5-oxopyrrolidine-2-carboxylate with di-tert-butyl dicarbonate in the presence of a catalyst like 4-Dimethylaminopyridine (DMAP). This process, typically carried out in solvents like dichloromethane, yields the desired product after purification. For manufacturers and suppliers, optimizing this synthesis for yield, purity, and cost-efficiency is crucial. Companies like Ningbo Inno Pharmchem Co., Ltd. focus on ensuring that their manufacturing processes result in a consistently high-purity product, essential for pharmaceutical applications where stringent quality control is mandatory.

Key Applications in the Pharmaceutical Sector

The most significant application of BOC-L-Pyroglutamic Acid Benzyl Ester is its role as a key intermediate in the production of Avibactam. Avibactam is a novel non-beta-lactam beta-lactamase inhibitor, vital for restoring the efficacy of certain antibiotics against resistant bacterial strains. Beyond this primary use, the compound finds applications in:

• Peptide-based Therapeutics: Its structure allows it to be incorporated into peptides, which are increasingly being developed as drugs for various conditions.
• Chiral Chemistry: Researchers utilize its specific stereochemistry to build other complex chiral molecules used in drug discovery and development.
• Medicinal Chemistry Research: It serves as a valuable starting material for synthesizing a wide array of novel compounds to explore new biological activities.

Sourcing and Procurement Guidance

For organizations looking to buy BOC-L-Pyroglutamic Acid Benzyl Ester, engaging with a reliable supplier is paramount. When considering manufacturers in China, it's important to verify their quality management systems and their ability to provide consistent product specifications. A trusted supplier will offer competitive pricing, ensure timely delivery, and provide essential documentation such as Certificates of Analysis. If your research or manufacturing requires this critical intermediate, we encourage you to contact Ningbo Inno Pharmchem Co., Ltd. to request a quote and learn more about our supply capabilities.