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(2R)-1-{[(9H-Fluoren-9-Yl)Methoxy]Carbonyl}-4,4-Difluoropyrrolidine-2-Carboxylic Acid CAS NO 273222-07-4


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CAS No.:273222-07-4

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

(2R)-1-{[(9H-Fluoren-9-Yl)Methoxy]Carbonyl}-4,4-Difluoropyrrolidine-2-Carboxylic Acid is a high-purity, fluorinated Fmoc-protected amino acid derivative. This compound serves as a critical chiral building block for the synthesis of complex peptides and peptidomimetics, enabling the introduction of a conformationally constrained, fluorinated proline analog. It is essential for research and development in pharmaceutical chemistry, particularly for medicinal chemists and peptide synthesis specialists working on novel therapeutics, protease inhibitors, and molecular probes.

Application

  • Solid-Phase Peptide Synthesis (SPPS): As an Fmoc-protected amino acid for the automated synthesis of fluorinated peptides.
  • Medicinal Chemistry & Drug Discovery: A key intermediate for creating peptidomimetic drug candidates with enhanced metabolic stability and binding affinity.
  • Protease Inhibitor Development: Used to incorporate difluoroproline motifs into inhibitors targeting specific enzymes.
  • Bioconjugation and Probe Synthesis: Facilitates the creation of labeled peptides for biochemical and diagnostic applications.
  • Academic and Industrial R&D: A valuable reagent for studying the effects of fluorination on peptide structure and function.
  • Combinatorial Chemistry Libraries: Used to introduce structural diversity and fluorine atoms into screening libraries.

Basic Information

Product Name (2R)-1-{[(9H-Fluoren-9-Yl)Methoxy]Carbonyl}-4,4-Difluoropyrrolidine-2-Carboxylic Acid
CAS No. 273222-07-4
Molecular Formula C₂₀H₁₇F₂NO₅
Molecular Weight 389.35 g/mol
Synonyms Fmoc-4,4-difluoro-D-proline; Fmoc-D-4,4-difluoroproline; (2R)-1-(9-Fluorenylmethoxycarbonyl)-4,4-difluoropyrrolidine-2-carboxylic acid; 1-Fmoc-4,4-difluoro-D-proline; Fmoc-4,4-Difluoro-D-proline-OH; 4,4-Difluoro-D-proline, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-; N-α-Fmoc-4,4-difluoro-D-proline; (R)-1-((((9H-Fluoren-9-yl)methoxy)carbonyl)-4,4-difluoropyrrolidine-2-carboxylic acid
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Quality Control

Our products undergo rigorous quality testing to ensure compliance with industry standards. We provide high-purity grades suitable for pharmaceutical research and development. Every batch is characterized by advanced analytical techniques, including HPLC, NMR, and mass spectrometry, to confirm identity, chiral purity, and chemical purity. Certificates of Analysis (COA) with detailed specifications are available upon request.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at 15-25°C. This material is hygroscopic (moisture-sensitive) and should be handled under anhydrous conditions to maintain stability and purity. For long-term storage, consider storing under an inert atmosphere.

Specification

Item Specification
Appearance White to off-white crystalline powder
Identification (IR) Conforms to structure
Identification (NMR) Conforms to structure
Purity (HPLC) ≥ 98.0%
Chiral Purity (HPLC) ≥ 99.0% ee
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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