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n-[(1,1-Dimethylethoxy)Carbonyl]-4-[[(1,1-Dimethylethoxy)Carbonyl]Amino]-D-Phenylalanine Methyl Ester CAS NO 159184-22-2
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CAS No.:159184-22-2
Grade:Pharmacy Grade
Content:99.9%
Brand:Customizable
Packaging:Customizable
Description
n-[(1,1-Dimethylethoxy)Carbonyl]-4-[[(1,1-Dimethylethoxy)Carbonyl]Amino]-D-Phenylalanine Methyl Ester is a protected amino acid derivative, specifically a Boc-protected D-phenylalanine analog, serving as a critical chiral building block in advanced organic synthesis. Its value lies in providing a stereochemically pure and orthogonally protected intermediate, enabling the precise construction of complex peptide and peptidomimetic structures. This compound is essential for research and development chemists in the pharmaceutical and biotechnology sectors, particularly for the synthesis of active pharmaceutical ingredients (APIs), peptide-based therapeutics, and novel drug candidates.
Application
- Pharmaceutical Intermediate: A key chiral synthon in the multi-step synthesis of complex peptide-based Active Pharmaceutical Ingredients (APIs) and drug candidates.
- Peptide Synthesis: Used in solid-phase and solution-phase peptide synthesis (SPPS) for the controlled incorporation of D-phenylalanine derivatives into peptide chains.
- Peptidomimetic Research: Serves as a building block for creating non-natural peptide analogs (peptidomimetics) with enhanced metabolic stability and bioavailability.
- Protease Inhibitor Development: Employed in the research and synthesis of protease inhibitors, where the D-amino acid configuration is crucial for activity.
- Chemical Biology Probes: Utilized in the synthesis of labeled or modified peptides for studying protein-protein interactions and enzyme mechanisms.
- Asymmetric Synthesis: Acts as a source of chiral induction in the synthesis of more complex, non-peptide molecules requiring specific stereochemistry.
Basic Information
| Item | Details |
|---|---|
| Product Name | n-[(1,1-Dimethylethoxy)Carbonyl]-4-[[(1,1-Dimethylethoxy)Carbonyl]Amino]-D-Phenylalanine Methyl Ester |
| CAS No. | 159184-22-2 |
| Molecular Formula | C21H30N2O6 |
| Molecular Weight | 406.48 g/mol |
| Synonyms | Boc-D-Phe(4-NH-Boc)-OMe; Methyl (2R)-2-[(tert-butoxy)carbonylamino]-3-[4-[(tert-butoxy)carbonylamino]phenyl]propanoate; Boc-4-NH-Boc-D-Phenylalanine Methyl Ester; D-Phenylalanine, N-[(1,1-dimethylethoxy)carbonyl]-4-[[(1,1-dimethylethoxy)carbonyl]amino]-, methyl ester; (R)-Methyl 2-((tert-butoxycarbonyl)amino)-3-(4-((tert-butoxycarbonyl)amino)phenyl)propanoate; 4-N-Boc-D-Phenylalanine(4-N-Boc) Methyl Ester; Boc-D-Phe(4-NHBoc)-OCH3 |
| EINECS | Contact for details |
Quality Control
Our n-[(1,1-Dimethylethoxy)Carbonyl]-4-[[(1,1-Dimethylethoxy)Carbonyl]Amino]-D-Phenylalanine Methyl Ester is manufactured under strict quality management systems. Each batch undergoes comprehensive analytical testing, including chiral purity verification by HPLC, to ensure it meets the high standards required for pharmaceutical R&D and cGMP applications. Certificates of Analysis (COA) detailing identity, purity, and impurity profiles are provided with every shipment.
Storage
Preserve in a tightly closed container, protected from light. Store in a cool, dry place at a controlled room temperature (15-25°C). This compound is hygroscopic (moisture-sensitive); therefore, the container must be kept tightly sealed in a dry environment to prevent degradation. For long-term storage, consider storing under an inert atmosphere.
Specification
| Item | Specification |
|---|---|
| Appearance | White to off-white crystalline powder |
| Identification (IR) | Conforms to structure |
| Identification (HPLC) | Retention time matches reference standard |
| Assay (HPLC) | ≥ 98.0% |
| Chiral Purity (HPLC) | ≥ 99.0% (D-isomer) |
| Loss on Drying | ≤ 0.5% |
| Residue on Ignition | ≤ 0.1% |
| Heavy Metals | ≤ 10 ppm |
Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.
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