N-Carbobenzyloxy-L-valine, a compound identified by CAS number 1149-26-4, is a chemical entity of significant importance in the pharmaceutical and fine chemical industries. This chiral amino acid derivative is characterized by its white to off-white crystalline powder appearance and a molecular weight of 251.28 g/mol. Understanding its chemical properties and synthesis is crucial for its effective utilization, particularly as a key intermediate in the creation of various drugs and complex organic molecules.

Chemically, N-Carbobenzyloxy-L-valine features an L-valine amino acid backbone protected at the amino group by a carbobenzyloxy (Cbz) group. This protective group is vital as it renders the amine less reactive, allowing for selective chemical transformations elsewhere in the molecule. The Cbz group can be later removed under specific conditions, typically catalytic hydrogenation, to reveal the free amine for subsequent reactions, such as peptide bond formation. This controlled reactivity makes N-Carbobenzyloxy-L-valine an indispensable tool in peptide synthesis and the development of pharmaceutical intermediates. Its melting point is generally reported between 62-64°C, and it possesses a density of approximately 1.2±0.1 g/cm³.

The synthesis of N-Carbobenzyloxy-L-valine predominantly involves the reaction between L-valine and benzyl chloroformate (Cbz-Cl) in an alkaline medium. This reaction, often carried out under controlled temperature (e.g., 0-5°C) to manage exothermicity and prevent side reactions, yields the protected amino acid. NINGBO INNO PHARMCHEM CO.,LTD. employs optimized synthesis protocols to ensure high purity (≥99.0%) and consistent product quality. These optimized processes often involve careful pH control, judicious solvent selection (e.g., ethyl acetate as an environmentally friendly extraction solvent), and efficient purification techniques such as recrystallization or chromatography to achieve the desired product specifications.

The pharmaceutical applications of N-Carbobenzyloxy-L-valine are extensive. It is a crucial intermediate in the synthesis of potent antiviral drugs like Valaciclovir and Valganciclovir, where it contributes to improved oral bioavailability and therapeutic efficacy. Beyond antivirals, its role in peptide synthesis and chiral chemistry highlights its broad utility in drug discovery and development. Researchers leverage its defined stereochemistry and protective group to construct complex molecules with specific biological activities.

For any entity involved in pharmaceutical research or manufacturing, sourcing high-quality N-Carbobenzyloxy-L-valine is essential. NINGBO INNO PHARMCHEM CO.,LTD. stands as a reliable manufacturer and supplier, committed to providing this vital intermediate with the highest standards of purity and consistency. Understanding the chemical properties and synthesis of this compound is key to unlocking its full potential in advancing medicinal chemistry and drug development.