Cas no 13734-32-2 (Boc-N-Methyl-DL-Leucine)

Boc-N-Methyl-DL-Leucine is a protected amino acid derivative widely used in peptide synthesis and pharmaceutical research. The tert-butoxycarbonyl (Boc) group serves as a temporary protecting group for the amine functionality, enabling selective deprotection under mild acidic conditions. The N-methylation enhances metabolic stability and modulates peptide conformation, making it valuable in drug design. This compound is particularly useful in solid-phase peptide synthesis (SPPS) and medicinal chemistry applications where controlled incorporation of N-methylated residues is required. Its racemic (DL) form allows for flexibility in stereochemical studies. The product is characterized by high purity and consistent performance in synthetic workflows.
Boc-N-Methyl-DL-Leucine structure
Boc-N-Methyl-DL-Leucine structure
Product Name:Boc-N-Methyl-DL-Leucine
CAS No:13734-32-2
MF:C12H23NO4
MW:245.315324068069
CID:859063
Update Time:2026-04-29

Boc-N-Methyl-DL-Leucine Chemical and Physical Properties

Names and Identifiers

    • Boc-N-Methyl-DL-Leucine

Boc-N-Methyl-DL-Leucine Pricemore >>

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Additional information on Boc-N-Methyl-DL-Leucine

Professional Introduction to Boc-N-Methyl-DL-Leucine (CAS No. 13734-32-2)

Boc-N-Methyl-DL-Leucine, with the chemical compound identifier CAS No. 13734-32-2, is a vital intermediate in the field of pharmaceutical synthesis and peptidomimetics. This compound, characterized by its Boc (tert-butoxycarbonyl) protecting group and N-methylation, plays a crucial role in the development of novel bioactive molecules.

The Boc group in Boc-N-Methyl-DL-Leucine serves as an effective protecting agent for the amine functionality, ensuring selective reactivity in multi-step synthetic pathways. This protection is essential for maintaining the structural integrity of peptides and peptidomimetics during complex chemical modifications. The N-methylation enhances the steric hindrance and stability of the resulting molecules, making them more resistant to enzymatic degradation and improving their pharmacokinetic properties.

In recent years, Boc-N-Methyl-DL-Leucine has garnered significant attention in the design of peptidomimetics aimed at modulating biological pathways. Peptidomimetics are synthetic analogs of natural peptides that mimic their bioactivity while offering improved pharmacological profiles. The incorporation of N-methylated residues into these mimics often leads to enhanced binding affinity and selectivity, which are critical for therapeutic applications.

One of the most compelling applications of Boc-N-Methyl-DL-Leucine is in the development of protease inhibitors. Proteases are enzymes that play a pivotal role in various physiological processes, including inflammation, blood clotting, and viral replication. By designing peptidomimetics that specifically inhibit target proteases, researchers can develop novel therapeutics with high precision. For instance, N-methylated peptidomimetics have shown promise in inhibiting matrix metalloproteinases (MMPs), which are implicated in conditions such as cancer metastasis and rheumatoid arthritis.

The synthesis of complex peptidomimetics often requires a series of well-planned chemical transformations. The use of Boc-N-Methyl-DL-Leucine as a building block allows for efficient assembly of these molecules through solid-phase peptide synthesis (SPPS) or solution-phase methodologies. The Boc protection group ensures that the amine functionality remains inert until the desired point in the synthesis, while the N-methylation provides stability throughout the process.

Recent advancements in computational chemistry have further enhanced the utility of Boc-N-Methyl-DL-Leucine. Molecular modeling techniques enable researchers to predict the binding modes and interactions of peptidomimetics with their target proteins. This computational approach has been instrumental in optimizing lead compounds for drug discovery pipelines. By leveraging these tools, scientists can design more effective peptidomimetics with improved solubility, bioavailability, and metabolic stability.

The pharmaceutical industry has also explored the use of Boc-N-Methyl-DL-Leucine in the development of vaccine adjuvants. Peptide-based vaccines require adjuvants to enhance immune responses. N-methylated peptides have been shown to exhibit adjuvant properties by stimulating innate immune cells and promoting cytokine release. This application has opened new avenues for developing more potent and effective vaccine formulations.

In conclusion, Boc-N-Methyl-DL-Leucine (CAS No. 13734-32-2) is a versatile building block with significant implications in pharmaceutical research and development. Its unique structural features make it an invaluable tool for synthesizing peptidomimetics with enhanced stability and bioactivity. As research continues to uncover new applications for this compound, its importance in drug discovery is likely to grow even further.

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