D-3,4-Dichlorophenylalanine丨CAS 52794-98-6

D-3,4-Dichlorophenylalanine丨CAS 52794-98-6
Product Introduction:
CAS No.: 52794-98-6
Product Name: D-3,4-Dichlorophenylalanine
Purity: 98%min
Molecular Formula: C9H9Cl2NO2
Molecular Weight: 234.08
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Technical Parameters
Description

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D-3,4-Dichlorophenylalanine is a halogenated derivative of D-phenylalanine featuring chlorine substituents at the 3- and 4-positions of the aromatic ring. Its defined D-configuration and dichlorinated phenyl group make it a specialized building block for peptide synthesis, medicinal chemistry, and organic synthesis research. These structural features allow researchers to investigate how stereochemistry and multiple aromatic substituents influence molecular conformation, physicochemical properties, and interactions with biological systems.

 

Chemical Identifiers

 

InChI InChI=1S/C9H9Cl2NO2/c10-6-2-1-5(3-7(6)11)4-8(12)9(13)14/h1-3,8H,4,12H2,(H,13,14)/t8-/m1/s1
InChI Key NRCSJHVDTAAISV-MRVPVSSYSA-N
Smiles C1=CC(=C(C=C1C[C@H](C(=O)O)N)Cl)Cl
EC No.  
MDL No. MFCD00671682
PubChem CID 6993646

 

 

 

Applications

 

Pharmaceutical Research and Drug Discovery

Halogenated amino acids are valuable in medicinal chemistry because chlorine substitution can influence molecular lipophilicity, electronic properties, and interactions with biological targets. D-3,4-Dichlorophenylalanine may serve as an intermediate for preparing modified amino acid derivatives and other research compounds used to investigate structure–activity relationships. Its suitability for a particular pharmaceutical research program depends on the target structure and experimental validation.

Peptide Synthesis and Modified Peptide Development

D-amino acids are useful in peptide research for exploring backbone conformation, molecular recognition, and susceptibility to enzymatic degradation. D-3,4-Dichlorophenylalanine can be considered for introducing a D-configured amino acid with a dichlorinated aromatic side chain into suitable peptide sequences. The two chlorine substituents may influence local steric and electronic interactions, making the compound relevant to studies of modified peptide structures and properties.

Organic Synthesis and Chemical Research

The amino acid framework provides functional groups for established synthetic transformations, while the dichlorinated aromatic ring offers additional opportunities for chemical modification. D-3,4-Dichlorophenylalanine may serve as a starting material for preparing related amino acid derivatives, peptide building blocks, and other functionalized organic compounds. Further reactions involving the aromatic chlorine substituents depend on the target molecule, reaction conditions, and desired selectivity.

Structure–Activity and Stereochemical Studies

The D-configuration distinguishes D-3,4-Dichlorophenylalanine from its L-enantiomer, while the 3,4-dichloro substitution pattern differentiates it from other chlorinated phenylalanine derivatives. Researchers may use this compound in comparative studies examining how stereochemistry and aromatic substitution influence molecular geometry, peptide conformation, and biological interactions. Experimental evaluation is necessary to determine the significance of these features in a specific research model.

 

 

 

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