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Methyl N6-[(1,1-Dimethylethoxy)Carbonyl]-N2-[(Phenylmethoxy)Carbonyl]-L-Lysinate CAS NO 2389-49-3


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CAS No.:2389-49-3

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

Methyl N6-[(1,1-Dimethylethoxy)Carbonyl]-N2-[(Phenylmethoxy)Carbonyl]-L-Lysinate is a protected amino acid derivative, specifically a Boc and Cbz dual-protected lysine methyl ester, serving as a critical building block in sophisticated organic synthesis. Its primary value lies in providing orthogonal protection for the side-chain and α-amino groups of lysine, enabling precise, sequential peptide chain elongation and modification. This high-purity intermediate is essential for researchers and manufacturers in pharmaceutical development, particularly for producing complex peptides, peptidomimetics, and active pharmaceutical ingredients (APIs).

Application

  • Solid-Phase Peptide Synthesis (SPPS): A key protected intermediate for the controlled incorporation of lysine residues into peptide sequences.
  • Solution-Phase Peptide Chemistry: Used in the synthesis of complex peptides and small proteins where selective deprotection is required.
  • Pharmaceutical Intermediate: Serves as a crucial building block in the research and production of peptide-based therapeutics and APIs.
  • Peptidomimetic Drug Design: Facilitates the creation of modified peptide structures with enhanced stability and bioavailability.
  • Bioconjugation and Linker Chemistry: The reactive ester and protected amines are useful for creating custom linkers and antibody-drug conjugates (ADCs).
  • Academic and R&D Laboratories: A valuable reagent for exploring new synthetic methodologies and novel bioactive compounds.

Basic Information

Product Name Methyl N6-[(1,1-Dimethylethoxy)Carbonyl]-N2-[(Phenylmethoxy)Carbonyl]-L-Lysinate
CAS No. 2389-49-3
Molecular Formula C₂₁H₃₂N₂O₆
Molecular Weight 408.49 g/mol
Synonyms Nα-Cbz-Nε-Boc-L-lysine methyl ester; Methyl Nα-benzyloxycarbonyl-Nε-tert-butoxycarbonyl-L-lysinate; (S)-Methyl 2-(((benzyloxy)carbonyl)amino)-6-((tert-butoxycarbonyl)amino)hexanoate; Z-Lys(Boc)-OMe; Cbz-Lys(Boc)-OMe; Boc-Lys(Z)-OMe; N2-[(Benzyloxy)carbonyl]-N6-[(tert-butoxycarbonyl)]-L-lysine methyl ester
EINECS Contact for details

Quality Control

Our Methyl N6-[(1,1-Dimethylethoxy)Carbonyl]-N2-[(Phenylmethoxy)Carbonyl]-L-Lysinate is manufactured under strict quality management systems. Each batch undergoes rigorous analytical testing, including HPLC for purity and chiral integrity, to ensure it meets the high standards required for pharmaceutical research and development. Certificates of Analysis (COA) detailing identity, purity, and impurity profiles are provided with every shipment to guarantee traceability and consistency.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at 15-25°C. This compound is hygroscopic (moisture-sensitive) and should be handled under anhydrous conditions to maintain stability and purity. For long-term storage, consider desiccation.

Specification

Item Specification
Appearance White to off-white crystalline powder
Identification (IR) Conforms to structure
Identification (HPLC) Retention time matches reference standard
Assay (HPLC) ≥98.0%
Optical Rotation [α]₂₀D Contact for details
Chiral Purity (HPLC) ≥99.0%
Water Content (KF) ≤0.5%
Residual Solvents (GC) Complies with ICH guidelines

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

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