Description

Boc-(R)-α-(3-Chlorobenzyl)-Proline is a protected, non-natural amino acid derivative of significant importance in advanced organic synthesis. This chiral building block is specifically engineered for the construction of complex peptide-based molecules and peptidomimetics, offering precise stereochemical control. It is a critical intermediate for pharmaceutical researchers and fine chemical manufacturers developing novel therapeutic agents, particularly in the fields of protease inhibitors and bioactive peptide discovery.

Application

• Pharmaceutical Intermediate: A key chiral synthon in the research and development of new drug candidates, especially protease inhibitors and GPCR-targeted therapies.
• Peptide Synthesis: Used in solid-phase and solution-phase peptide synthesis (SPPS) to incorporate a constrained proline derivative with a hydrophobic, chlorinated side chain.
• Peptidomimetic Design: Essential for creating stable, bioavailable peptidomimetics by modifying backbone structure and side-chain properties.
• Chemical Biology Probes: Serves as a building block for synthesizing labeled or tagged peptides used in mechanism-of-action studies and target identification.
• Asymmetric Catalysis Ligand Precursor: Can be utilized in the synthesis of novel chiral ligands or organocatalysts due to its rigid, stereodefined scaffold.
• Academic & Contract Research: Employed in university and CRO laboratories for methodological development in synthetic organic and medicinal chemistry.

Basic Information

Product Name	Boc-(R)-α-(3-Chlorobenzyl)-Proline
CAS No.	706806-68-0
Molecular Formula	C18H24ClNO4
Molecular Weight	353.84 g/mol
Synonyms	(2R)-1-[(2-Methylpropan-2-yl)oxycarbonyl]-2-[(3-chlorophenyl)methyl]pyrrolidine-2-carboxylic acid; (R)-1-Boc-2-((3-chlorobenzyl))proline; tert-Butyl (2R)-2-[(3-chlorophenyl)methyl]-2-carboxypyrrolidine-1-carboxylate; Boc-(R)-3-Cl-Bn-Pro-OH; Boc-(R)-α-(3-Chlorobenzyl)proline; (2R)-1-(tert-Butoxycarbonyl)-2-[(3-chlorophenyl)methyl]pyrrolidine-2-carboxylic acid; N-Boc-(R)-α-(3-Chlorobenzyl)proline
EINECS	Contact for details

Quality Control

Every batch of Boc-(R)-α-(3-Chlorobenzyl)-Proline is produced under controlled conditions and undergoes rigorous analytical testing to ensure identity, purity, and consistency. Our quality assurance protocol is designed to meet the stringent requirements of pharmaceutical R&D and cGMP guidelines for advanced intermediates. A comprehensive Certificate of Analysis (COA) detailing chiral purity, chemical purity, and residual solvent levels is provided with each shipment.

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 in a dry environment to prevent decomposition. For long-term storage, consider storing under an inert atmosphere.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (IR)	Conforms to structure
Identification (HPLC)	Conforms to reference
Assay (HPLC)	≥98.0%
Chiral Purity (Chiral HPLC)	≥99.0% ee
Loss on Drying	≤0.5%
Residual Solvents (GC)	Meets ICH Q3C guidelines

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