CAS · 3705-42-8
Product Overview
Cbz-L-Glutamic acid 1-benzyl ester is a high-purity biochemical-reagents supplied for industrial and specialty chemical applications. Contact our team for specifications, packaging options and lead times.
Product Specifications
| Appearance | White powder |
|---|---|
| Purity (HPLC) | 98% min |
| Optical Purity | 0.5% max (D-enantiomer) |
| Specific Rotation [α]²ᴰ (C=1 in MeOH) | -23° ±2° |
| Clarity of solution | 0.3 gram in 2ml MeOH clear solution |
| Water | 1% max |
| Loss on drying (40°C, 2h) | 1% max |
| IR | In accordance with the structure |
| Mass | In accordance with the structure |
| NMR | In accordance with the structure |
Applications
Cbz-L-Glutamic acid 1-benzyl ester is widely used as a protected amino acid derivative in peptide synthesis and medicinal chemistry. The Cbz (carbobenzyloxy) group protects the amino functionality, while the benzyl ester safeguards the carboxyl group, allowing selective reactions to occur without interference from reactive sites. This dual protection makes it an essential building block for the stepwise synthesis of complex peptides and peptidomimetics. It is also used in the preparation of bioactive compounds, such as neurotransmitter analogs, enzyme inhibitors, and pharmaceutical intermediates. In research applications, Cbz-L-Glutamic acid 1-benzyl ester serves as a key intermediate in developing synthetic routes for L-glutamate derivatives and other functionalized amino acids, facilitating controlled incorporation into peptides with defined stereochemistry. Its stability and compatibility with standard coupling reagents make it suitable for both laboratory-scale and industrial peptide synthesis.
Benefits
The benefits of this compound are largely due to its dual protection strategy, which enhances reaction specificity and overall synthetic efficiency. By masking both the amino and carboxyl groups, it prevents unwanted side reactions and allows chemists to selectively activate the molecule for peptide bond formation. This results in higher yields, reduced by-product formation, and streamlined purification processes. Its stereochemical integrity ensures that peptides retain the biologically active L-configuration, which is crucial for proper function and interaction with biological targets. The Cbz group can be removed under mild hydrogenation conditions without affecting other protecting groups or sensitive functional groups, while the benzyl ester can also be selectively deprotected, offering versatility in synthesis planning. These features make it a highly reliable intermediate for producing high-purity peptides, pharmaceutical derivatives, and research compounds, supporting both academic studies and industrial applications.
Conclusion
In summary, Cbz-L-Glutamic acid 1-benzyl ester is a versatile and essential intermediate in modern peptide synthesis and pharmaceutical research. Its dual protection strategy provides precise control over chemical reactivity, ensuring high yields, stereochemical fidelity, and efficient incorporation into complex molecules. The compound's benefits-ranging from enhanced synthetic efficiency to selective deprotection and structural stability-make it invaluable for peptide production, bioactive compound development, and amino acid derivative research. Its continued use supports innovations in medicinal chemistry, peptide science, and chemical biology.
Previous
4,4-Bis(dimethylamino)thiobenzophenone丨CAS 1226-46-6
Next