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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 |
| EINECS | Contact for details |
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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