Description

Boc-(S)-α-(4-Nitro-Benzyl)-Proline is a high-purity, non-natural amino acid derivative featuring a tert-butoxycarbonyl (Boc) protecting group and a chiral proline core modified with a 4-nitrobenzyl side chain. This compound is a critical chiral building block in the synthesis of complex pharmaceutical intermediates and bioactive peptides, where precise stereochemistry and functional group compatibility are paramount. It is primarily utilized by research institutions and pharmaceutical development companies engaged in medicinal chemistry, process R&D, and the production of advanced therapeutic agents.

Application

• Pharmaceutical Intermediate: A key chiral synthon for the synthesis of protease inhibitors, enzyme modulators, and other active pharmaceutical ingredients (APIs).
• Peptide Chemistry: Used in solid-phase and solution-phase peptide synthesis (SPPS) to introduce constrained proline analogs with specific side-chain functionalities.
• Medicinal Chemistry Research: Serves as a versatile scaffold for structure-activity relationship (SAR) studies and library synthesis in drug discovery programs.
• Asymmetric Synthesis: Employed as a chiral auxiliary or ligand precursor in catalytic asymmetric transformations.
• Bioconjugation: The reactive nitro group on the benzyl side chain can be reduced to an amine for further functionalization and linker attachment.

Basic Information

Product Name	Boc-(S)-α-(4-Nitro-Benzyl)-Proline
CAS No.	959581-73-8
Molecular Formula	C17H22N2O6
Molecular Weight	350.37 g/mol
Synonyms	(S)-1-[(tert-Butoxy)carbonyl]-2-[(4-nitrophenyl)methyl]pyrrolidine-2-carboxylic acid; (S)-1-Boc-2-(4-nitrobenzyl)proline; Boc-S-4-Nitrobenzyl-proline-OH; N-Boc-2-(4-Nitrobenzyl)-(S)-proline; tert-Butyl (2S)-2-[(4-nitrophenyl)methyl]-1,2-pyrrolidinedicarboxylate; 1-Boc-2-(4-NO2-Bn)-L-Proline; (S)-1-Boc-2-(4-Nitrobenzyl)pyrrolidine-2-carboxylic Acid
EINECS	Contact for details

Quality Control

Every batch of Boc-(S)-α-(4-Nitro-Benzyl)-Proline is manufactured under strict quality management systems and undergoes comprehensive analytical testing to ensure identity, purity, and consistency. Our standard grade meets high-purity requirements suitable for research and pharmaceutical development. Certificates of Analysis (COA) detailing specific results for chiral purity, assay, and related substances are 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 degradation. For long-term storage, consider desiccants or inert atmosphere.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (IR)	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)	≤1.5%

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