Description

(2S,4R)-1-(tert-Butoxycarbonyl)-4-(3-Nitrobenzyl)Pyrrolidine-2-Carboxylic Acid is a high-purity, non-natural amino acid derivative featuring a chiral pyrrolidine scaffold, a tert-butoxycarbonyl (Boc) protecting group, and a nitrobenzyl moiety. This compound is a critical chiral building block and advanced pharmaceutical intermediate, valued for its structural complexity and stereochemical integrity. It is primarily utilized by research institutions and pharmaceutical companies engaged in the development of novel therapeutics, particularly in the synthesis of peptidomimetics, protease inhibitors, and other bioactive molecules.

Application

• Pharmaceutical Intermediate: Serves as a key chiral synthon in the multi-step synthesis of active pharmaceutical ingredients (APIs), especially for target-oriented drug discovery programs.
• Peptidomimetic Research: Used to construct constrained peptide analogs and peptidomimetics, where the pyrrolidine ring introduces conformational rigidity to enhance binding affinity and metabolic stability.
• Protease Inhibitor Development: Acts as a core structural element in the design and synthesis of inhibitors for various proteases (e.g., DPP-4, HCV NS3/4A), leveraging its stereochemistry and functional groups.
• Chemical Biology & Medicinal Chemistry: Employed in library synthesis for high-throughput screening and structure-activity relationship (SAR) studies to identify new lead compounds.
• Asymmetric Synthesis: Utilized as a chiral auxiliary or starting material in stereoselective organic synthesis to introduce complex molecular architectures.
• Custom Synthesis & Contract Manufacturing: Supplied for custom synthesis projects requiring high-fidelity chiral building blocks under cGMP or research-grade conditions.

Basic Information

Product Name	(2S,4R)-1-(tert-Butoxycarbonyl)-4-(3-Nitrobenzyl)Pyrrolidine-2-Carboxylic Acid
CAS No.	959581-83-0
Molecular Formula	C17H22N2O6
Molecular Weight	350.37 g/mol
Synonyms	Boc-4-(3-Nitrobenzyl)-D-proline; (2S,4R)-1-Boc-4-(3-nitrobenzyl)pyrrolidine-2-carboxylic acid; 1-[(1,1-Dimethylethoxy)carbonyl]-4-[(3-nitrophenyl)methyl]-2-pyrrolidinecarboxylic acid, (2S,4R)-; (2S,4R)-1-(Boc)-4-(3-nitrobenzyl)proline; 4-(3-Nitrobenzyl)-D-proline tert-butyl ester; (2S,4R)-4-(3-Nitrobenzyl)-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
EINECS	Contact for details

Quality Control

Our (2S,4R)-1-(tert-Butoxycarbonyl)-4-(3-Nitrobenzyl)Pyrrolidine-2-Carboxylic Acid is manufactured under strict quality management systems. Each batch undergoes comprehensive analytical testing, including chiral purity verification, 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 and are available upon request.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry, and well-ventilated place at a controlled room temperature (15-25°C). This material is hygroscopic (moisture-sensitive); ensure the container is sealed after each use to minimize exposure to atmospheric humidity.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (IR)	Conforms to structure
Assay (HPLC)	≥98.0%
Chiral Purity (Chiral HPLC)	≥99.0% de
Loss on Drying	≤0.5%
Residue on Ignition	≤0.1%
Heavy Metals	≤10 ppm
Single Unknown Impurity (HPLC)	≤0.5%
Total Impurities (HPLC)	≤1.0%

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