Boc-DL-Tyr(2,6-dichloro-Bzl)-OH is a protected, non-natural amino acid derivative based on tyrosine, bearing a tert-butoxycarbonyl (Boc) group on the amino functionality and a 2,6-dichlorobenzyl substituent on the tyrosine phenolic oxygen. The molecule contains a free carboxylic acid (-COOH) and a benzyl-protected phenol (O-CH2-aryl) that incorporates two chlorine atoms on the aromatic ring, while the "DL" designation indicates a racemic mixture at the tyrosine stereocenter. In peptide synthesis workflows, this protected analogue is used as a stepwise building block to control chemoselectivity by masking the phenolic hydroxyl and the amino group, supporting the incorporation of a dichloro-benzyl-protected tyrosine side chain into protected peptide intermediates.
CAT No: CP26706
CAS No:201334-88-5
Synonyms/Alias:Boc-DL-Tyr(2,6-dichloro-Bzl)-OH;Boc-O-2,6-dichlorobenzyl-DL-tyrosine;201334-88-5;n-(tert-butoxycarbonyl)-o-(2,6-dichlorobenzyl)tyrosine;O-2,6-Dichlorobenzyl-N-tert-butoxycarbonyl-L-tyrosine;155453-26-2;C21H23Cl2NO5;L-Tyrosine,O-((2,6-dichlorophenyl)methyl)-N-((1,1-dimethylethoxy)carbonyl)-;L-Tyrosine,O-[(2,6-dichlorophenyl)methyl]-N-[(1,1-dimethylethoxy)carbonyl]-;NSC334369;AC1Q3P3O;SCHEMBL838170;AC1L2O47;CTK8F0606;DODHIGHXRDNRPP-UHFFFAOYSA-N;MolPort-003-895-674;EINECS254-876-6;6338AH;AR-1K0263;AKOS024319615;MCULE-6175015515;NSC-334369;AM003019;RT-011790;ST50411676
Boc-DL-Tyr(2,6-dichloro-Bzl)-OH is a Boc-protected, DL-configured tyrosine derivative bearing a 2,6-dichlorobenzyl (dichloro-Bzl) protecting group on the phenolic oxygen. This protected amino acid building block is designed for peptide assembly workflows where orthogonal protection and controlled phenol reactivity are required, while the dichloro-benzyl substituent supports stable handling during coupling and deprotection steps. Researchers and peptide manufacturers commonly select this form to introduce a tyrosine residue with a protected side-chain suitable for downstream functionalization or final deprotection to reveal the phenolic group.
1. Solid-Phase Peptide Synthesis
Boc-DL-Tyr(2,6-dichloro-Bzl)-OH is used as a protected tyrosine building block for solid-phase peptide synthesis workflows that require a Boc-protected amino terminus and a phenol-protected side chain. Peptide synthesis groups, including custom peptide manufacturers and academic peptide chemistry labs, rely on this derivative to minimize side reactions from the tyrosine hydroxyl during chain elongation, enabling reliable incorporation into linear peptide sequences. The 2,6-dichlorobenzyl protection on the phenolic oxygen is particularly valued in synthesis planning when controlled exposure of the tyrosine phenol is needed at a later stage, such as during final global deprotection or selective side-chain unmasking.
2. Peptide Segment Coupling
Boc-DL-Tyr(2,6-dichloro-Bzl)-OH is also applied in solution-phase segment coupling and fragment condensation strategies where a protected tyrosine residue must remain inert to coupling conditions. Medicinal chemistry groups preparing peptide intermediates for larger constructs often choose this building block to maintain side-chain protection throughout activation, coupling, and purification of peptide fragments. The Boc group supports standard peptide coupling compatibility for assembling protected segments, while the dichloro-benzyl phenol protection helps prevent phenolic participation in side reactions that can complicate purification and reduce overall yield in multistep fragment assembly.
3. Protected Tyrosine Intermediate
Boc-DL-Tyr(2,6-dichloro-Bzl)-OH serves as a practical intermediate for producing tyrosine-containing peptide derivatives and protected peptide intermediates used in downstream chemical functionalization. Researchers developing tyrosine-dependent conjugation handles or preparing sequences that require later phenol unmasking select this reagent to keep the phenolic oxygen protected during intermediate handling, storage, and iterative synthesis steps. In pharmaceutical intermediate development, this type of protected amino acid is frequently used to standardize tyrosine incorporation into custom peptide libraries and to support consistent downstream processing when the phenol must be revealed or modified after peptide assembly.
1. TMEM16F and dynamins control expansive plasma membrane reservoirs
2. Peptides as Active Ingredients: A Challenge for Cosmeceutical Industry
4. Emu oil in combination with other active ingredients for treating skin imperfections
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