Boc-(R)-3-Amino-4-(2,4,5-trifluorophenyl)butanoic acid
CAS 486460-00-8
CAS · 486460-00-8
Product Overview
Boc-(R)-3-Amino-4-(2,4,5-trifluorophenyl)butanoic acid is a high-purity pharmaceutical-intermediates supplied for industrial and specialty chemical applications. Contact our team for specifications, packaging options and lead times.
Product Specifications
| Appearance: | White to off-white powder |
|---|---|
| Purity (HPLC): | 99.0% min |
| Assay (on dried basis): | 98% ~ 102% |
| HPLC: | The retention time of main peak in test solution is consistent with that of the reference in the chromatogram under the purity test |
| Solubility: | Freely soluble in methanol |
| Loss on drying: | 1.0% max |
| Residue on ignition: | 0.3% max |
| Optical rotation: | +13.5° ~ +17.5° |
| Heavy metals: | 20 ppm max |
| Enantiomeric impurity: | S-isomer impurity: 0.5% max |
| Related substances: | |
| Max. single impurity: | 0.2% max |
| Total impurities: | 1.0% max |
Applications
1. Peptide and Peptidomimetic Synthesis
Used as a chiral amino acid building block in the synthesis of peptides or peptidomimetics.
The Boc-protected amino group allows for selective deprotection in multistep synthesis strategies, especially solid-phase peptide synthesis (SPPS).
2. Pharmaceutical Intermediate
Employed in the development of bioactive molecules, especially those that require:
Chiral specificity
Hydrophobic fluorinated aromatic groups (which enhance binding affinity or metabolic stability)
Structural motif appears in drug candidates for:
Neurological disorders
Inflammatory diseases
Cancer research
3. Fluorinated Compound Research
The 2,4,5-trifluorophenyl group adds:
Lipophilicity (improving cell membrane permeability)
Metabolic resistance (protects against enzymatic degradation)
Electronic modulation of the adjacent functional groups
Common in the design of PET imaging agents, enzyme inhibitors, and receptor ligands.
Benefits
✅ Chiral Purity (R-form): Enables enantioselective synthesis crucial for bioactivity in pharmaceuticals.
✅ Boc Protection: Protects the amine functionality under mild acidic conditions and is compatible with a wide range of synthetic procedures.
✅ Trifluorophenyl Side Chain: Enhances molecular lipophilicity, bioavailability, and target selectivity.
✅ Versatile Intermediate: Suitable for linear and cyclic peptide construction, especially for non-natural amino acid incorporation.
Conclusion
Boc-(R)-3-Amino-4-(2,4,5-trifluorophenyl)butanoic acid (CAS 486460-00-8) is a highly functionalized, chiral building block widely utilized in peptide synthesis, medicinal chemistry, and fluorinated drug design. Its Boc-protected amine and trifluorinated aryl structure make it valuable for developing next-generation bioactive compounds with improved pharmacokinetic properties, stability, and selectivity.
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