D-2,4-Dichlorophenylalanine丨CAS 114872-98-9

D-2,4-Dichlorophenylalanine丨CAS 114872-98-9
Product Introduction:
CAS No.: 114872-98-9
Product Name: D-2,4-Dichlorophenylalanine
Purity: 98%min
Molecular Formula: C9H9Cl2NO2
Molecular Weight: 234.08
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Technical Parameters
Description

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D-2,4-Dichlorophenylalanine丨CAS 114872-98-9

 

D-2,4-Dichlorophenylalanine is a non-proteinogenic amino acid derivative featuring a D-configuration and a dichlorinated phenyl group. The two chlorine substituents at the 2- and 4-positions of the aromatic ring provide distinctive structural and electronic properties, making this compound a useful building block for specialized organic synthesis and research. Its combination of a defined stereochemical configuration and a halogen-substituted aromatic side chain makes it relevant to peptide chemistry, medicinal chemistry, and the development of structurally diverse compounds.

 

Chemical Identifiers

 

InChI InChI=1S/C9H9Cl2NO2/c10-6-2-1-5(7(11)4-6)3-8(12)9(13)14/h1-2,4,8H,3,12H2,(H,13,14)/t8-/m1/s1
InChI Key GWHQTNKPTXDNRM-MRVPVSSYSA-N
Smiles C1=CC(=C(C=C1Cl)Cl)C[C@H](C(=O)O)N
EC No. 800-082-5
MDL No. MFCD01860873
PubChem CID 6993648

 

 

 

Applications

 

Solid-Phase Peptide Synthesis

D-2,4-Dichlorophenylalanine may be used as a non-natural amino acid building block in the preparation of modified peptides and peptide analogues. Incorporating this residue can introduce a specific stereochemical configuration and a dichlorinated aromatic side chain, allowing researchers to investigate how structural modifications influence peptide conformation, stability, and biological activity. Its suitability for a particular synthesis depends on the target sequence and the selected coupling and protection strategy.

Pharmaceutical and Medicinal Chemistry Research

In medicinal chemistry research, D-2,4-Dichlorophenylalanine can serve as a structural component for synthesizing and modifying candidate molecules. The dichlorinated aromatic group offers opportunities to explore structure–activity relationships and evaluate the effects of halogen substitution on molecular properties. Researchers may incorporate this building block into compound libraries or specialized synthetic intermediates when developing and optimizing new chemical structures.

Organic Synthesis and Chemical Research

The chlorine substituents on the aromatic ring provide potential handles for further chemical transformation under suitable reaction conditions. Depending on the synthetic route, D-2,4-Dichlorophenylalanine may be incorporated into multistep synthesis programs to prepare more complex amino acid derivatives or other specialized molecules. Its use should be evaluated in relation to reaction compatibility, stereochemical integrity, and the requirements of the intended product.

Applications in Non-Natural Amino Acid Research

As a stereochemically defined amino acid derivative, D-2,4-Dichlorophenylalanine is relevant to studies involving non-natural amino acids and their role in molecular design. It can support the preparation of compounds with controlled stereochemistry and distinctive aromatic substitution patterns. Such building blocks are valuable in exploratory research where changes to amino acid configuration and side-chain structure are used to investigate molecular recognition, conformation, and functional properties.

 

 

 

 

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