Boc-D-4-Chlorophenylalanine丨CAS 57292-44-1

Boc-D-4-Chlorophenylalanine丨CAS 57292-44-1
Product Introduction:
CAS No.: 57292-44-1
Product Name: Boc-D-4-Chlorophenylalanine
Purity: 98%min
Molecular Formula: C14H18ClNO4
Molecular Weight: 299.75
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Technical Parameters
Description

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Multiple Grade Boc-D-4-Chlorophenylalanine丨CAS 57292-44-1

 

Boc-D-4-Chlorophenylalanine is a protected derivative of D-4-chlorophenylalanine featuring a tert-butoxycarbonyl (Boc) protecting group on the amino functionality and a chlorine substituent at the para position of the aromatic ring. Its defined D-configuration, halogenated phenyl group, and protected amino group make it a useful building block for peptide synthesis, medicinal chemistry, and specialized organic synthesis. The combination of stereochemical control and amino-group protection supports the preparation of structurally defined peptides and other functionalized molecules.

 

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

The protected amino group and para-chlorinated aromatic ring provide complementary features for synthetic design. Boc-D-4-Chlorophenylalanine may serve as an intermediate in preparing modified amino acid derivatives, peptide building blocks, and other specialized organic compounds. Depending on the target structure, the aromatic chlorine substituent may also provide a site for selected chemical transformations under suitable reaction conditions.

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.

 

 

 

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