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Multiple Grade Boc-D-4-Chlorophenylalanine丨CAS 57292-44-1
Chemical Identifiers
| InChI | InChI=1S/C14H18ClNO4/c1-14(2,3)20-13(19)16-11(12(17)18)8-9-4-6-10(15)7-5-9/h4-7,11H,8H2,1-3H3,(H,16,19)(H,17,18)/t11-/m1/s1 |
| InChI Key | BETBOAZCLSJOBQ-LLVKDONJSA-N |
| Smiles | CC(C)(C)OC(=O)N[C@H](CC1=CC=C(C=C1)Cl)C(=O)O |
| EC No. | 438-070-3/611-492-7 |
| MDL No. | MFCD00076978 |
| PubChem CID | 7018791 |
Applications
Pharmaceutical Research and Drug Discovery
Halogenated amino acids are valuable building blocks in medicinal chemistry because aromatic substitution can influence molecular properties and biological interactions. Boc-D-4-Chlorophenylalanine may support the synthesis of peptide analogues and other compounds designed to investigate structure–activity relationships. The D-configuration provides an additional structural feature for exploring how stereochemistry affects molecular conformation, stability, and biological behavior.
Peptide Analogue and Structure–Activity Studies
Modified amino acids allow researchers to systematically vary peptide structure and investigate the effects on molecular properties. Boc-D-4-Chlorophenylalanine may be incorporated into research pathways for developing peptide analogues with altered stereochemistry or aromatic substitution. Such studies can help examine the relationship between amino acid composition, conformation, and biological activity, subject to experimental validation.
Organic Synthesis and Chemical Research
Peptide Synthesis and Molecular Design
Boc-protected amino acids are widely used in peptide synthesis because the Boc group helps protect the amino functionality during selected synthetic steps. Boc-D-4-Chlorophenylalanine can be used to introduce a D-configured, para-chlorinated phenylalanine residue into suitable peptide sequences. Its application depends on the coupling method, deprotection strategy, and compatibility with other functional groups in the target sequence.

