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N2,N6-Bis[(Benzyloxy)Carbonyl]-L-Lysine (2,4,6-Trichlorophenyl) Ester CAS NO 59515-50-3


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CAS No.:59515-50-3

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

N2,N6-Bis[(Benzyloxy)Carbonyl]-L-Lysine (2,4,6-Trichlorophenyl) Ester is a protected amino acid derivative, specifically an activated ester of lysine, which serves as a critical building block in sophisticated organic synthesis. Its primary value lies in enabling the controlled, sequential formation of peptide bonds, particularly for introducing lysine residues while protecting its side-chain amine. This compound is essential for researchers and manufacturers in pharmaceutical development, peptide chemistry, and the production of complex biomolecules where precise molecular architecture is required.

Application

  • Solid-Phase Peptide Synthesis (SPPS): As a key reagent for the controlled incorporation of lysine into peptide chains, protecting the ε-amino group with the Cbz (carboxybenzyl) group.
  • Solution-Phase Peptide Coupling: Used in classical peptide synthesis methodologies where the activated (2,4,6-trichlorophenyl) ester offers advantages in reactivity and reduced racemization.
  • Pharmaceutical Intermediate: A crucial precursor in the synthesis of therapeutic peptides, peptidomimetics, and active pharmaceutical ingredients (APIs) targeting various diseases.
  • Bioconjugation and Labeling: Facilitates the site-specific attachment of labels, tags, or other molecules to lysine residues in proteins and other biomolecules for diagnostic or research purposes.
  • Material Science and Dendrimer Synthesis: Employed in constructing well-defined, branched polymeric structures and advanced materials that require precise functional group placement.
  • Academic and R&D Laboratories: Serves as a fundamental tool for chemists exploring new synthetic methodologies, novel peptide structures, and chemical biology.

Basic Information

Product Name N2,N6-Bis[(Benzyloxy)Carbonyl]-L-Lysine (2,4,6-Trichlorophenyl) Ester
CAS No. 59515-50-3
Molecular Formula C29H29Cl3N2O6
Molecular Weight 608.91 g/mol
Synonyms Nα,Nε-Bis-Cbz-L-lysine 2,4,6-trichlorophenyl ester; Nα,Nε-Di-Cbz-L-lysine TCP ester; Nα,Nε-Bis(benzyloxycarbonyl)-L-lysine 2,4,6-trichlorophenyl ester; Lys(Nε-Cbz, Nα-Cbz)-OTcp; (S)-2,6-Bis((benzyloxy)carbonyl)amino)hexanoic acid 2,4,6-trichlorophenyl ester; Boc-Lys(Cbz)-OTcp (common abbreviation); Di-Cbz-L-Lys-OTcp; L-Lysine, N2,N6-bis[(phenylmethoxy)carbonyl]-, 2,4,6-trichlorophenyl ester
EINECS Contact for details

Quality Control

Our production of this high-purity biochemical intermediate adheres to stringent quality protocols. Every batch is characterized and tested to ensure identity, purity, and consistency, meeting the exacting standards required for research and cGMP manufacturing. A comprehensive Certificate of Analysis (COA) is provided with each shipment, detailing results from analytical methods including HPLC, NMR, and mass spectrometry. We support our global clients with full traceability and documentation for regulatory compliance.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at a controlled room temperature (15-25°C). This product is hygroscopic (moisture-sensitive) and should be handled under anhydrous conditions to maintain stability and purity. For long-term storage, consider storing under an inert atmosphere such as argon or nitrogen.

Specification

Item Specification
Appearance White to off-white crystalline powder
Identification (IR) Conforms to structure
Identification (NMR) Conforms to structure
Purity (HPLC) ≥ 98.0%
Specific Rotation [α]D20 Contact for details
Water Content (KF) ≤ 0.5%
Residual Solvents (GC) Meets ICH guidelines

Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.

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