Description

Boc-L-4-Methylbenzyl-L-Penicillamine is a protected penicillamine derivative, serving as a crucial chiral building block in advanced organic synthesis. This compound is valued for its role in the synthesis of complex molecules, particularly in pharmaceutical research and development. It is primarily sought after by research chemists and process development scientists in the pharmaceutical, biotechnology, and fine chemical industries for constructing peptide mimetics and other bioactive compounds.

Application

• Pharmaceutical Intermediate: A key chiral synthon in the research and development of new drug candidates, particularly those targeting diseases like rheumatoid arthritis or Wilson's disease.
• Peptidomimetic Synthesis: Used to incorporate the unique penicillamine structure (with its gem-dimethyl group and thiol) into peptide chains to create analogs with enhanced metabolic stability or altered binding properties.
• Ligand Development: Employed in the synthesis of specialized chelating agents or ligands for metal catalysis and coordination chemistry research.
• Protecting Group Strategy: The tert-butoxycarbonyl (Boc) group allows for orthogonal protection schemes in multi-step synthetic sequences, common in complex natural product synthesis.
• Bioconjugation Chemistry: The protected thiol functionality can be deprotected for site-specific conjugation in antibody-drug conjugate (ADC) research or protein labeling.
• Academic & Institutional Research: A valuable reagent for universities and research institutes studying sulfur chemistry, asymmetric synthesis, and medicinal chemistry.

Basic Information

Product Name	Boc-L-4-Methylbenzyl-L-Penicillamine
CAS No.	104323-41-3
Molecular Formula	C₁₇H₂₅NO₄S
Molecular Weight	339.45 g/mol
Synonyms	N-(tert-Butoxycarbonyl)-L-4-methylbenzyl-L-penicillamine; (2R)-2-[[(2R)-2-Amino-3-methyl-3-sulfanylbutanoyl]amino]-3-(4-methylphenyl)propanoic acid tert-butyl ester; Boc-Pen(4-MeBzl)-OH; Boc-L-Penicillamine(4-methylbenzyl)-OH; N-Boc-S-(4-methylbenzyl)-L-penicillamine; tert-Butyl (2R)-2-[[(2R)-2-[(tert-butoxycarbonyl)amino]-3-methyl-3-[(4-methylbenzyl)sulfanyl]butanoyl]amino]acetate (related derivative); Protected Penicillamine Derivative
EINECS	Contact for details

Quality Control

Our Boc-L-4-Methylbenzyl-L-Penicillamine is produced and tested under a strict quality management system. Each batch undergoes comprehensive analytical characterization to ensure identity, purity, and consistency, meeting the high standards required for research and development applications. Certificates of Analysis (COA) with detailed HPLC, NMR, and optical rotation data are provided to guarantee reliable and reproducible performance in your synthetic workflows.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at 2-8°C for long-term stability. This product is hygroscopic (moisture-sensitive) and should be handled under anhydrous conditions to maintain purity. Allow the sealed container to reach room temperature before opening to minimize moisture ingress.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (IR)	Conforms to structure
Identification (NMR)	Conforms to structure
Purity (HPLC)	≥ 97.0%
Optical Rotation [α]²⁰D	Contact for details
Water Content (KF)	≤ 1.0%
Residue on Ignition	≤ 0.5%

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