Boc-4-Chloro-L-Phenylalanine is a Boc-protected, L-configured phenylalanine derivative bearing a para-chloro substituent on the aromatic side chain, placing it in the class of protected amino acid building blocks for peptide chemistry. The molecule contains a Boc-protected α-amino group and a free carboxyl group, while the 4-chloro phenyl side chain provides a halogenated aromatic functionality that can influence hydrophobicity and chemical reactivity during synthesis. In peptide synthesis workflows, the Boc protection controls chemoselectivity at the amino functionality, enabling stepwise coupling of the carboxyl group to form amide bonds and supporting the preparation of peptide analogues for structure-activity studies or chemical biology labeling.
CAT No: CP11604
CAS No:68090-88-0
Synonyms/Alias:68090-88-0;Boc-L-4-Chlorophenylalanine;Boc-Phe(4-Cl)-OH;Boc-4-chloro-L-phenylalanine;Boc-L-4-Chlorophe;Boc-L-phe(4-Cl)-OH;(S)-N-BOC-4-Chlorophenylalanine;N-(tert-Butoxycarbonyl)-4-chloro-L-phenylalanine;N-Boc-4-chloro-L-phenylalanine;(S)-2-((tert-Butoxycarbonyl)amino)-3-(4-chlorophenyl)propanoicacid;BOC-4-CHLORO-PHE-OH;N-T-Boc-P-Chloro-L-Phenylalanine;BOC-P-CHLORO-L-PHENYLALANINE;SBB002969;(2S)-2-[(tert-butoxy)carbonylamino]-3-(4-chlorophenyl)propanoicacid;(2S)-2-[(tert-butoxycarbonyl)amino]-3-(4-chlorophenyl)propanoicacid;(S)-2-(tert-butoxycarbonylamino)-3-(4-chlorophenyl)propanoicacid;(2S)-2-(tert-butoxycarbonylamino)-3-(4-chlorophenyl)propanoicacid;PubChem11943;AC1Q1MRT;AC1MC19X;BOC-L-PHE(4-CL);BOC-P-CHLORO-PHE-OH;BOC-PHE(4'-CL);Boc-4-chloroL-phenylalanine
Boc-4-Chloro-L-Phenylalanine is a Boc-protected L-phenylalanine derivative bearing a 4-chloro substituent on the aromatic ring, providing a defined, electron-withdrawing side-chain for downstream peptide and intermediate synthesis. The Boc group enables controlled N-terminus installation in protected-amino-acid workflows, while the aryl chloride offers a functional handle for later diversification (e.g., cross-coupling) during medicinal chemistry and peptide-derivative development. As a chiral, protected amino acid building block, it is commonly selected when a peptide segment or intermediate requires an aryl halide motif with consistent stereochemistry.
1. Fmoc-Free Peptide Building Blocks
Boc-4-Chloro-L-Phenylalanine is used by custom peptide synthesis groups and peptide reagent manufacturers to assemble peptide segments that require a 4-chloro-substituted phenylalanine residue. The Boc-protected amino terminus supports protected-amino-acid coupling strategies where the N-terminus protection state is managed to match the broader synthesis plan, and the side-chain aryl chloride is retained through assembly to preserve a late-stage functionalization opportunity. This makes the building block particularly relevant for preparing peptide libraries and sequence-defined analogs used in structure-activity relationship studies, where the chloroaryl motif is a key chemical feature.
2. Medicinal Chemistry SAR Intermediates
Boc-4-Chloro-L-Phenylalanine is frequently incorporated into pharmaceutical intermediate development workflows that require a stereochemically defined amino acid precursor bearing an aryl chloride for synthetic diversification. Medicinal chemistry teams use the retained 4-chloro handle to enable subsequent coupling or substitution steps that generate analog series while maintaining the amino acid stereocenter introduced at the protected-building-block stage. The Boc protection also supports stepwise synthesis planning, allowing chemists to construct protected intermediates that can be carried forward into downstream derivatization toward peptidomimetic scaffolds and amino-acid-derived small molecules.
3. Late-Stage Aryl Diversification
Boc-4-Chloro-L-Phenylalanine is selected when the downstream target benefits from a preserved aryl chloride for late-stage chemistry, such as installing additional substituents on the aromatic ring after peptide or intermediate assembly. Researchers developing modified peptides, peptide conjugation precursors, or chlorinated aromatic analogs use the aryl chloride as a stable, well-defined functional group that can be carried through earlier steps and then leveraged for further structural elaboration. This workflow is especially useful in iterative design cycles where multiple analogs are generated from a common protected amino acid intermediate while keeping the backbone stereochemistry consistent.
3. Immune-awakening Saccharomyces-inspired nanocarrier for oral target delivery to lymph and tumors
4. Urinary Metabolites Associated with Blood Pressure on a Low-or High-Sodium Die
If you have any peptide synthesis requirement in mind, please do not hesitate to contact us at . We will endeavor to provide highly satisfying products and services.
Creative Peptides is a trusted CDMO partner specializing in high-quality peptide synthesis, conjugation, and manufacturing under strict cGMP compliance. With advanced technology platforms and a team of experienced scientists, we deliver tailored peptide solutions to support drug discovery, clinical development, and cosmetic innovation worldwide.
From custom peptide synthesis to complex peptide-drug conjugates, we provide flexible, end-to-end services designed to accelerate timelines and ensure regulatory excellence. Our commitment to quality, reliability, and innovation has made us a preferred partner across the pharmaceutical, biotechnology, and personal care industries.
Read More