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(2R,4S)-4-Amino-1-{[(9H-Fluoren-9-Yl)Methoxy]Carbonyl}Pyrrolidine-2-Carboxylic Acid CAS NO 1394827-23-6


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CAS No.:1394827-23-6

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

(2R,4S)-4-Amino-1-{[(9H-Fluoren-9-Yl)Methoxy]Carbonyl}Pyrrolidine-2-Carboxylic Acid is a high-purity, non-natural amino acid derivative featuring a chiral pyrrolidine scaffold protected by a fluorenylmethoxycarbonyl (Fmoc) group. This compound is a critical building block for the synthesis of complex peptides and peptidomimetics, enabling the precise control of stereochemistry and molecular architecture. It is essential for researchers and manufacturers in pharmaceutical development, particularly in the creation of novel therapeutic agents, diagnostic probes, and advanced materials where structural integrity is paramount.

Application

  • Pharmaceutical Intermediate: A key chiral synthon in the solid-phase and solution-phase synthesis of peptide-based drugs, including protease inhibitors and receptor agonists/antagonists.
  • Peptidomimetic Research: Used to construct constrained peptide analogs that mimic natural protein structures but with enhanced metabolic stability and bioavailability.
  • Chemical Biology Probes: Incorporation into labeled peptides for studying protein-protein interactions, enzyme mechanisms, and cellular pathways.
  • API Development: Serves as a critical starting material or advanced intermediate in the development of Active Pharmaceutical Ingredients (APIs) with specific chiral requirements.
  • Material Science: Potential use in the synthesis of functionalized polymers and smart materials that require precise amino acid sequences.
  • Academic & Contract Research: A valuable reagent for universities and CROs (Contract Research Organizations) engaged in medicinal chemistry and synthetic methodology projects.

Basic Information

Product Name (2R,4S)-4-Amino-1-{[(9H-Fluoren-9-Yl)Methoxy]Carbonyl}Pyrrolidine-2-Carboxylic Acid
CAS No. 1394827-23-6
Molecular Formula C20H20N2O4
Molecular Weight 352.39 g/mol
Synonyms Fmoc-(2R,4S)-4-Amino-pyrrolidine-2-carboxylic acid; (2R,4S)-Fmoc-4-Amino-proline; (2R,4S)-4-[(9-Fluorenylmethoxycarbonyl)amino]pyrrolidine-2-carboxylic acid; (2R,4S)-4-(Fmoc-amino)proline; Fmoc-Amp(2R,4S)-OH; 1-Fmoc-4-amino-(2R,4S)-proline; trans-4-Amino-L-proline Fmoc derivative; 4-Amino-trans-L-proline Fmoc
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Quality Control

Our (2R,4S)-4-Amino-1-{[(9H-Fluoren-9-Yl)Methoxy]Carbonyl}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 (typically ≥98%), enantiomeric excess, and impurity profiles is provided with every shipment to guarantee traceability and consistency.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at 2-8°C (refrigerated) for long-term stability. This compound is hygroscopic (moisture-sensitive); ensure the container is sealed under an inert atmosphere after each use to prevent degradation.

Specification

Item Specification
Appearance White to off-white powder
Identification (IR) Conforms to structure
Identification (HPLC) Conforms to reference
Assay (HPLC) ≥ 98.0%
Enantiomeric Purity (Chiral HPLC) ≥ 99.0% ee
Water Content (KF) ≤ 1.0%
Residue on Ignition ≤ 0.5%
Heavy Metals ≤ 20 ppm

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

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