Description

Boc-(R)-α-(2-Naphthalenylmethyl)-Proline is a high-purity, non-natural amino acid derivative featuring a chiral proline core protected by a tert-butoxycarbonyl (Boc) group and substituted with a 2-naphthylmethyl moiety. This compound is a critical chiral building block in modern organic synthesis, particularly valued for introducing steric bulk and specific stereochemistry into target molecules. It is primarily utilized by research institutions and pharmaceutical companies engaged in the development of peptide-based therapeutics, enzyme inhibitors, and advanced materials.

Application

• Pharmaceutical Intermediate: A key chiral synthon in the research and development of novel Active Pharmaceutical Ingredients (APIs), especially for protease inhibitors and other peptide mimetics.
• Peptide Synthesis: Used in Solid-Phase Peptide Synthesis (SPPS) and solution-phase methods to incorporate a constrained, hydrophobic proline analog into peptide chains, influencing secondary structure and bioactivity.
• Asymmetric Catalysis: Serves as a precursor or ligand for chiral catalysts and auxiliaries in enantioselective synthesis.
• Chemical Biology Research: Employed in the design and synthesis of molecular probes, enzyme substrates, and inhibitors to study biological pathways.
• Material Science: Potential building block for the synthesis of functionalized polymers and advanced organic materials with specific chiral properties.

Basic Information

Product Name	Boc-(R)-α-(2-Naphthalenylmethyl)-Proline
CAS No.	959576-52-4
Molecular Formula	C22H27NO4
Molecular Weight	369.46 g/mol
Synonyms	(R)-1-[(1,1-Dimethylethoxy)carbonyl]-2-[(2-naphthalenylmethyl)]-1-pyrrolidinecarboxylic Acid; (R)-2-[(2-Naphthyl)methyl]proline N-Boc Derivative; Boc-(R)-2-(2-Naphthylmethyl)proline; tert-Butyl (2R)-2-[(Naphthalen-2-yl)methyl]pyrrolidine-1-carboxylate-5-carboxylic Acid; N-Boc-(R)-α-(2-Naphthylmethyl)proline; (R)-N-Boc-2-(2-Naphthalenylmethyl)proline; N-α-Boc-(R)-2-(2-Naphthylmethyl)proline
EINECS	Contact for details

Quality Control

Our Boc-(R)-α-(2-Naphthalenylmethyl)-Proline is manufactured under strict quality management systems. Each batch undergoes rigorous analytical testing, including HPLC for purity and chiral purity assessment, to ensure compliance with exacting standards for research and development. A comprehensive Certificate of Analysis (COA) detailing identity, purity (typically >97%), chiral purity, and impurity profiles is provided with every shipment to guarantee traceability and batch-to-batch consistency.

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. Keep the container tightly sealed in a desiccated environment after opening.

Specification

Item	Specification
Appearance	White to off-white powder
Identification (IR)	Conforms to structure
Identification (HPLC)	Conforms to reference
Purity (HPLC)	≥ 97.0%
Chiral Purity (HPLC)	≥ 99.0% ee
Water Content (KF)	≤ 0.5%
Residue on Ignition	≤ 0.1%

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