CAS · 47173-80-8
Product Overview
N-Boc-O-Benzyl-D-serine is a high-purity amino-acids supplied for industrial and specialty chemical applications. Contact our team for specifications, packaging options and lead times.
Product Specifications
| Appearance | White or off-white powder |
|---|---|
| Assay | 97% min |
| Specific rotation [α]20D | -20.0 ~ -24.0° (C = 2 in EtOH) |
| Water content | 1% max |
Applications
N-Boc-O-Benzyl-D-serine is a protected D-serine derivative widely used in peptide synthesis, medicinal chemistry, and chiral drug development. The Boc group protects the amino functionality, while the benzyl group safeguards the hydroxyl side chain, enabling selective reactions during stepwise peptide assembly. This compound is commonly applied in solid-phase and solution-phase peptide synthesis, particularly for the preparation of stereochemically defined peptides and peptide mimetics. It is also used as a chiral intermediate in the synthesis of bioactive molecules, enzyme inhibitors, and pharmaceutical candidates where D-amino acids are required to enhance metabolic stability or modify biological activity. In addition, it serves as a valuable building block for research in protein engineering and structure–activity relationship studies.
Benefits
N-Boc-O-Benzyl-D-serine offers excellent synthetic flexibility due to its orthogonal protecting groups, which can be selectively removed under controlled conditions. This allows precise manipulation of functional groups without compromising stereochemical integrity. The compound provides high enantiomeric purity, ensuring reproducibility and reliability in chiral synthesis. Its solid stability and good solubility in common organic solvents facilitate handling, storage, and scale-up. By incorporating D-serine, the compound supports the development of peptides with improved resistance to enzymatic degradation and optimized pharmacokinetic profiles.
Conclusion
N-Boc-O-Benzyl-D-serine is a highly valuable protected amino acid derivative for peptide synthesis and chiral pharmaceutical research. Its well-designed protecting groups, stereochemical stability, and versatility make it an essential intermediate for constructing complex peptides and drug candidates. The compound continues to play a significant role in advanced organic synthesis, medicinal chemistry, and life science research.
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