Hangzhou Leap Chem Co., Ltd. is one of the most professional manufacturers and suppliers of boc-l-4-chlorophenylalanine丨cas 68090-88-0 in China. Welcome to wholesale bulk high quality chemical products at competitive price from our factory. If you have any enquiry about custom service, please feel free to email us.
Good Boc-L-4-Chlorophenylalanine丨CAS 68090-88-0
Boc-L-4-Chlorophenylalanine is a protected non-standard amino acid featuring a tert-butoxycarbonyl (Boc) protecting group on the amino functionality and a chlorine substituent at the 4-position of the aromatic ring. Its L-configuration, Boc protection, and para-chlorinated phenyl side chain make it a useful building block for peptide synthesis, medicinal chemistry, and advanced organic synthesis. The Boc group enables controlled amino-group protection during multistep reactions, while the modified aromatic side chain provides structural diversity for the development of peptides and functional 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-/m0/s1 |
| InChI Key | BETBOAZCLSJOBQ-NSHDSACASA-N |
| Smiles | CC(C)(C)OC(=O)N[C@@H](CC1=CC=C(C=C1)Cl)C(=O)O |
| EC No. | |
| MDL No. | MFCD00057808 |
| PubChem CID | 2734499 |
Applications
Solid-Phase Peptide Synthesis
Boc-protected amino acids are widely used in peptide synthesis and multistep organic chemistry to control amino-group reactivity. Boc-L-4-Chlorophenylalanine can introduce an L-configured amino acid bearing a para-chlorinated aromatic side chain into suitable peptide sequences following appropriate deprotection and coupling steps. Its use depends on the synthesis strategy, reaction conditions, and compatibility with other protecting groups and reagents.
Pharmaceutical and Medicinal Chemistry Research
Halogenated amino acids are valuable building blocks in medicinal chemistry because chlorine substitution can influence molecular lipophilicity, electronic properties, and interactions with biological targets. Boc-L-4-Chlorophenylalanine may support the preparation of modified peptides and related research compounds for structure–activity relationship studies. Researchers can compare para-chlorinated structures with non-halogenated or differently substituted analogues to investigate how aromatic modification affects molecular properties and biological behavior.
Organic Synthesis and Chemical Research
Modified Peptide and Structure–Activity Studies
Non-standard amino acids allow researchers to investigate how changes in side-chain structure affect peptide conformation, stability, and molecular recognition. Boc-L-4-Chlorophenylalanine can serve as a precursor for peptides containing an L-configured, para-chlorinated aromatic residue. Comparisons with phenylalanine and ortho- or meta-chlorinated analogues can help researchers explore the influence of chlorine position on peptide properties and molecular interactions, subject to experimental validation.
