Description

Boc-(R)-γ-Benzyl-L-Proline is a high-purity, non-natural amino acid derivative featuring a γ-benzyl proline scaffold protected by a tert-butyloxycarbonyl (Boc) group. This compound is a critical chiral building block in the synthesis of complex peptides and peptidomimetics, offering precise stereochemical control. It is essential for researchers and manufacturers in the pharmaceutical and biotechnology sectors developing novel therapeutics, particularly protease inhibitors and constrained peptide drugs. The product is supplied under stringent quality control to ensure batch-to-batch consistency for demanding synthetic applications.

Application

• Pharmaceutical Intermediate: A key chiral synthon for the research and development of new active pharmaceutical ingredients (APIs), especially in oncology and metabolic disease research.
• Peptide Synthesis: Used in solid-phase and solution-phase peptide synthesis (SPPS) to introduce constrained proline analogs, influencing peptide secondary structure and stability.
• Protease Inhibitor Design: Serves as a core structural component in the design and synthesis of selective inhibitors for various proteases (e.g., DPP-4, HCV NS3/4A).
• Chemical Biology Research: Employed as a tool compound to study protein-protein interactions and enzyme mechanisms through incorporation into probe molecules.
• Peptidomimetic Development: Integral for creating peptidomimetic drugs where the γ-benzyl proline moiety enhances bioavailability and target binding affinity.
• Asymmetric Synthesis: Acts as a chiral auxiliary or starting material in asymmetric catalytic reactions to construct complex molecular architectures.

Basic Information

Product Name	Boc-(R)-γ-Benzyl-L-Proline
CAS No.	153074-95-4
Molecular Formula	C₁₈H₂₅NO₄
Molecular Weight	319.40 g/mol
Synonyms	(R)-1-[(tert-Butoxy)carbonyl]-4-(phenylmethyl)-2-pyrrolidinecarboxylic Acid; (R)-1-Boc-4-benzyl-proline; (R)-1-(tert-Butoxycarbonyl)-4-benzyl-L-proline; Boc-4-Benzyl-D-proline (enantiomer reference); tert-Butyl (R)-4-benzyl-2-carboxypyrrolidine-1-carboxylate; N-Boc-4-benzyl-(R)-proline; 1-Boc-4-benzyl-(R)-proline; (R)-4-Benzyl-1-[(2-methyl-2-propanyl)oxycarbonyl]-2-pyrrolidinecarboxylic Acid
EINECS	Contact for details

Quality Control

Our Boc-(R)-γ-Benzyl-L-Proline is manufactured under a quality management system and undergoes rigorous analytical testing to ensure it meets the high standards required for pharmaceutical research and development. Each batch is accompanied by a comprehensive Certificate of Analysis (COA) detailing purity, chiral purity, and impurity profiles. We can supply material compliant with various customer-specific requirements, and our QC protocols typically include HPLC, NMR, and optical rotation analysis to guarantee identity, strength, quality, and purity.

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. For long-term storage, consider desiccant or inert atmosphere to maintain stability.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (IR)	Conforms to structure
Identification (NMR)	Conforms to structure
Assay (HPLC)	≥98.0%
Chiral Purity (HPLC)	≥99.0% ee
Loss on Drying	≤0.5%
Residue on Ignition	≤0.1%
Single Impurity (HPLC)	≤0.5%
Total Impurities (HPLC)	≤2.0%

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