Description

(2S,4R)-1-(tert-Butoxycarbonyl)-4-(4-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, essential for the synthesis of complex, biologically active molecules. It is primarily utilized by research institutions and pharmaceutical companies engaged in the development of novel therapeutics, particularly in the areas of protease inhibitors and other small-molecule drugs.

Application

• Pharmaceutical Intermediate: Serves as a key chiral synthon in the multi-step synthesis of active pharmaceutical ingredients (APIs), especially for protease-targeted drugs.
• Peptidomimetic Research: Used as a constrained proline analog to design and synthesize novel peptidomimetics with enhanced metabolic stability and bioavailability.
• Medicinal Chemistry: Employed in structure-activity relationship (SAR) studies and lead optimization campaigns to explore new chemical entities.
• Asymmetric Synthesis: Acts as a chiral auxiliary or starting material in stereoselective synthesis to introduce complex stereochemistry into target molecules.
• Bioconjugation & Probe Development: The reactive carboxylic acid and nitro group provide handles for further chemical modification in bioconjugation or chemical probe synthesis.
• Academic & Industrial R&D: Fundamental research tool in organic chemistry and drug discovery laboratories for developing new synthetic methodologies.

Basic Information

Product Name	(2S,4R)-1-(tert-Butoxycarbonyl)-4-(4-Nitrobenzyl)Pyrrolidine-2-Carboxylic Acid
CAS No.	959573-48-9
Molecular Formula	C17H22N2O6
Molecular Weight	350.37 g/mol
Synonyms	1-Boc-4-(4-nitrobenzyl)-D-proline; (2S,4R)-1-Boc-4-(4-nitrobenzyl)pyrrolidine-2-carboxylic acid; 1-(tert-Butoxycarbonyl)-4-(4-nitrobenzyl)-D-proline; Boc-4-(4-NO2-Bn)-D-Pro-OH; (2S,4R)-1-[(2-Methylpropan-2-yl)oxycarbonyl]-4-[(4-nitrophenyl)methyl]pyrrolidine-2-carboxylic acid; 4-(4-Nitrobenzyl)-1-Boc-D-proline; (2S,4R)-4-(4-Nitrobenzyl)-1-(tert-butoxycarbonyl)pyrrolidine-2-carboxylic acid
EINECS	Contact for details

Quality Control

Our (2S,4R)-1-(tert-Butoxycarbonyl)-4-(4-Nitrobenzyl)Pyrrolidine-2-Carboxylic Acid is manufactured under strict quality management systems. Each batch undergoes rigorous analytical testing, including chiral purity verification by HPLC, to ensure it meets the high standards required for pharmaceutical R&D and production. A comprehensive Certificate of Analysis (COA) detailing identity, purity, chiral excess, and impurity profiles is provided with every shipment.

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). Due to its hygroscopic nature, the container must be kept tightly sealed after each use to prevent moisture absorption, which may affect stability and performance. For long-term storage, consider using desiccants.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (IR)	Conforms to structure
Identification (HPLC)	Retention time matches reference standard
Assay (HPLC)	≥98.0%
Chiral Purity (Chiral HPLC)	≥99.0% de (diastereomeric excess)
Water Content (KF)	≤1.0%
Residue on Ignition	≤0.1%
Heavy Metals	≤20 ppm

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