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Boc-3-Methyl-D-β-Phenylalanine CAS NO 499995-75-4


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CAS No.:499995-75-4

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

Boc-3-Methyl-D-β-Phenylalanine is a protected, non-natural amino acid derivative featuring a tert-butoxycarbonyl (Boc) group and a methyl-substituted β-carbon on the D-phenylalanine backbone. This compound is a critical chiral building block in the synthesis of complex peptides and peptidomimetics, where it introduces structural constraints and modulates biological activity. It is primarily utilized by pharmaceutical R&D teams and fine chemical manufacturers for developing novel therapeutic agents, including protease inhibitors and bioactive peptide analogs.

Application

  • Pharmaceutical Intermediate: A key chiral synthon in the research and development of novel peptide-based drugs and active pharmaceutical ingredients (APIs).
  • Peptide Synthesis: Used in solid-phase and solution-phase peptide synthesis (SPPS) to incorporate a constrained, methylated D-β-phenylalanine residue into peptide chains.
  • Protease Inhibitor Development: Serves as a core structural component in the design of inhibitors for enzymes like HIV protease and renin.
  • Peptidomimetic Research: Essential for creating peptidomimetics that enhance metabolic stability, bioavailability, and receptor selectivity compared to natural peptides.
  • Chemical Biology Probes: Employed in the synthesis of labeled or modified peptides for studying protein-protein interactions and enzyme mechanisms.
  • Academic & Contract Research: A valuable reagent for universities and CROs conducting research in medicinal chemistry and asymmetric synthesis.

Basic Information

Product Name Boc-3-Methyl-D-β-Phenylalanine
CAS No. 499995-75-4
Molecular Formula C15H21NO4
Molecular Weight 279.33 g/mol
Synonyms (R)-3-Methyl-3-(4-(tert-butoxycarbonylamino)phenyl)propanoic Acid; (R)-2-((tert-Butoxycarbonyl)amino)-3-methyl-3-phenylpropanoic Acid; Boc-D-β-Me-Phe-OH; N-Boc-3-Methyl-D-β-phenylalanine; tert-Butyl ((R)-1-carboxy-2-methyl-2-phenylethyl)carbamate; N-(tert-Butoxycarbonyl)-3-methyl-D-β-phenylalanine; (R)-3-Methyl-N-Boc-β-phenylalanine
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Quality Control

Our Boc-3-Methyl-D-β-Phenylalanine 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. A detailed Certificate of Analysis (COA) providing specifications for identity, purity (typically ≥98%), and specific impurities is 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). Due to its hygroscopic nature, the container should be kept in a desiccated environment to prevent moisture uptake, which can affect stability and handling properties.

Specification

Item Specification
Appearance White to off-white crystalline powder
Identification (IR) Conforms to structure
Assay (HPLC) ≥ 98.0%
Chiral Purity (HPLC) ≥ 99.0% ee
Water Content (KF) ≤ 1.0%
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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