Description

(4S)-1-Boc-4-Bromo-D-Proline Methyl Ester is a high-purity, non-natural amino acid derivative and a crucial chiral building block in organic synthesis. Its value lies in the strategic introduction of both a protected amine and a versatile bromine functional group on a rigid proline scaffold, enabling precise stereochemical control in complex molecule construction. This compound is essential for researchers and manufacturers in the pharmaceutical and agrochemical industries, particularly for developing novel peptide-based therapeutics, protease inhibitors, and other bioactive molecules where the D-proline configuration is required. The product is supplied under strict quality control to ensure batch-to-batch consistency for critical synthetic applications.

Application

• Pharmaceutical Intermediate: Key chiral synthon for the research and development of peptide-mimetic drugs, enzyme inhibitors, and antiviral agents.
• Peptide Chemistry: Used in solid-phase and solution-phase peptide synthesis (SPPS) to incorporate modified D-proline residues with orthogonal protecting groups.
• Chemical Biology Probes: Serves as a precursor for labeling reagents and activity-based probes targeting specific enzymes or biological pathways.
• Agrochemical Synthesis: Building block for creating chiral active ingredients with enhanced efficacy and selectivity.
• Catalyst and Ligand Development: Raw material for synthesizing novel chiral catalysts and ligands used in asymmetric synthesis.
• Academic & R&D: Fundamental reagent in university and institutional laboratories for methodological studies in organic and medicinal chemistry.

Basic Information

Product Name	(4S)-1-Boc-4-Bromo-D-Proline Methyl Ester
CAS No.	147266-93-1
Molecular Formula	C11H18BrNO4
Molecular Weight	308.17 g/mol
Synonyms	1-Boc-4-bromo-D-proline methyl ester; (4R)-1-[(1,1-Dimethylethoxy)carbonyl]-4-bromo-2-pyrrolidinecarboxylic acid methyl ester (enantiomer); Methyl (4R)-1-(tert-butoxycarbonyl)-4-bromopyrrolidine-2-carboxylate; tert-Butyl (4R)-4-bromo-2-(methoxycarbonyl)pyrrolidine-1-carboxylate; 4-Bromo-D-proline(1-Boc)-OMe; D-4-Bromoproline(1-Boc)-OMe; (S)-1-Boc-4-Bromo-D-Pro-OMe; (4S)-4-Bromo-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid methyl ester
EINECS	Contact for details

Quality Control

Our (4S)-1-Boc-4-Bromo-D-Proline Methyl Ester is manufactured under controlled conditions to meet the stringent requirements of advanced synthetic applications. Each batch undergoes rigorous analytical testing, including chiral HPLC to confirm enantiomeric purity and NMR for structural verification, ensuring high chemical and isomeric purity. A comprehensive Certificate of Analysis (COA) detailing purity, identity, and impurity profiles is provided with every shipment. Our quality system is designed to support cGMP-compliant workflows for pharmaceutical development.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at 2-8°C (refrigerated) or as specified on the label or COA. This product is hygroscopic (moisture-sensitive) and light-sensitive; containers must be kept sealed under an inert atmosphere (e.g., nitrogen or argon) after opening to prevent degradation. Keep away from heat and incompatible materials.

Specification

Item	Specification
Appearance	White to off-white crystalline powder or solid
Identification (IR)	Conforms to structure
Identification (NMR)	Conforms to structure
Purity (HPLC)	≥ 98.0%
Chiral Purity (Chiral HPLC)	≥ 99.0% ee
Water Content (KF)	≤ 0.5%
Residue on Ignition	≤ 0.1%
Heavy Metals	≤ 10 ppm

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