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(2S,3R)-3-(tert-Butoxy)-1-[(9H-Fluoren-9-Ylmethoxy)-Carbonyl]Pyrrolidine-2-Carboxylic Acid CAS NO 443899-48-7


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CAS No.:443899-48-7

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

(2S,3R)-3-(tert-Butoxy)-1-[(9H-Fluoren-9-Ylmethoxy)-Carbonyl]Pyrrolidine-2-Carboxylic Acid is a sophisticated chiral building block and protected amino acid derivative of significant importance in advanced organic synthesis. Its core value lies in providing a stereochemically defined scaffold for the construction of complex peptide mimetics and active pharmaceutical ingredients (APIs). This high-purity intermediate is essential for research and development chemists and process scale-up teams within the pharmaceutical and biotechnology sectors, particularly for projects involving constrained peptides, protease inhibitors, and novel therapeutic modalities.

Application

  • Pharmaceutical Intermediate: A key chiral synthon in the multi-step synthesis of peptide-based drugs and targeted therapeutics.
  • Peptidomimetic Research: Used to introduce the (2S,3R)-3-(tert-butoxy)proline moiety into novel compounds designed to mimic peptide structure and function.
  • Solid-Phase Peptide Synthesis (SPPS): Serves as a Fmoc-protected, side-chain protected amino acid derivative for automated peptide assembly.
  • Protease Inhibitor Development: Incorporated into molecular frameworks targeting enzymes like HCV NS3/4A protease and others.
  • Chemical Biology Tool: Utilized in the synthesis of activity-based probes and labeled peptides for mechanistic studies.
  • Process Chemistry & Scale-Up: Employed in the development and optimization of commercial-scale synthetic routes for APIs.

Basic Information

Product Name (2S,3R)-3-(tert-Butoxy)-1-[(9H-Fluoren-9-Ylmethoxy)-Carbonyl]Pyrrolidine-2-Carboxylic Acid
CAS No. 443899-48-7
Molecular Formula C24H27NO6
Molecular Weight 425.48 g/mol
Synonyms Fmoc-(2S,3R)-3-(tert-Butoxy)proline; (2S,3R)-3-(tert-Butoxy)-1-(9-fluorenylmethoxycarbonyl)pyrrolidine-2-carboxylic Acid; Fmoc-(2S,3R)-3-(t-BuO)Pro-OH; 1-[(9H-Fluoren-9-ylmethoxy)carbonyl]-3-[(2-methylpropan-2-yl)oxy]-(2S,3R)-pyrrolidine-2-carboxylic Acid; N-α-Fmoc-trans-3-(tert-butoxy)-L-proline; N-Fmoc-3-tert-butoxy-L-proline; Fmoc-3-(O-t-butyl)-L-proline; Protected 3-Hydroxyproline Derivative
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Quality Control

Our (2S,3R)-3-(tert-Butoxy)-1-[(9H-Fluoren-9-Ylmethoxy)-Carbonyl]Pyrrolidine-2-Carboxylic Acid is manufactured under strict quality management systems. Each batch undergoes rigorous analytical testing, including chiral HPLC and NMR, to ensure high chemical and enantiomeric purity suitable for demanding pharmaceutical applications. Certificates of Analysis (COA) with detailed chromatographic data are provided with every shipment, confirming compliance with customer specifications and industry best practices.

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. This compound is hygroscopic (moisture-sensitive); containers must be kept tightly sealed and allowed to equilibrate to room temperature before opening to prevent condensation.

Specification

Item Specification
Appearance White to off-white crystalline powder
Identification (HPLC) Conforms to reference standard
Identification (NMR) Conforms to structure
Assay (HPLC) ≥98.0%
Chiral Purity (Chiral HPLC) ≥99.0% de
Water Content (KF) ≤0.5%
Residue on Ignition ≤0.1%

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

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