CAS · 101772-29-6
Product Overview
N-(1,1-Dimethylethoxy)carbonyl-N-methyl-L-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 crystalline powder |
|---|---|
| Purity (HPLC) | 98% min |
| Specific rotation [α]20/D | -36 to -30° (C=1, in MeOH) |
| Melting Point (MP) | 78-88°C |
| Clarity of solution | 0.3 gram in 2ml MeOH clear solution |
| Water | 2.0% max |
| Loss on drying (35°C, 2h) | 2.0% max |
| IR spectrum | In accordance with the structure |
| Mass spectrum | In accordance with the structure |
| NMR spectrum | In accordance with the structure |
Applications
N-(1,1-Dimethylethoxy)carbonyl-N-methyl-L-serine (CAS 101772-29-6) is a protected amino acid derivative widely used as a key intermediate in peptide synthesis and medicinal chemistry. Its structure features a serine backbone with a methylated amine and a tert-butoxycarbonyl (Boc) protecting group, which allows selective reactions while maintaining stereochemical integrity.
In terms of applications, this compound is mainly used in the synthesis of peptides, peptidomimetics, and other bioactive molecules where controlled protection of functional groups is critical. The Boc group shields the amine during coupling reactions, enabling selective formation of peptide bonds and other modifications at the carboxyl or hydroxyl sites. It is also applied in the preparation of chiral intermediates for pharmaceuticals and fine chemicals, as well as in research focused on enzyme inhibitors, therapeutic peptides, and structure-activity relationship studies. Its use ensures stereochemical fidelity and reduces side reactions, which is essential in producing biologically active molecules with high purity and yield.
Benefits
The benefits of N-(1,1-Dimethylethoxy)carbonyl-N-methyl-L-serine come from its protective group strategy, stereochemical stability, and versatility in synthetic transformations. The Boc-protected N-methylamine allows selective deprotection under mild conditions, facilitating multi-step synthesis without compromising the integrity of the serine residue. Its chirality ensures that the resulting peptides or intermediates retain the desired enantiomeric configuration, which is important for biological activity. Additionally, it provides a reliable and convenient platform for functionalization at the hydroxyl or carboxyl groups, improving overall synthetic efficiency and reproducibility. These advantages make it a valuable building block in both laboratory-scale research and industrial peptide manufacturing.
Conclusion
In conclusion, N-(1,1-Dimethylethoxy)carbonyl-N-methyl-L-serine is a crucial intermediate for peptide and bioactive molecule synthesis. Its applications in controlled protection and stereochemically defined transformations, combined with benefits such as synthetic versatility, stability, and selectivity, make it an indispensable tool in pharmaceutical research and chemical development. The compound supports efficient, high-fidelity construction of complex molecular architectures with practical applicability across multiple fields.
Previous
L-Ornithine L-aspartate Salt丨CAS 3230-94-2
Next