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n-(9H-Fluoren-9-Yl)Methoxy]Carbonyl (2S,3S)-3-Amino-3-(2-Fluoro-Phenyl)-2-Hydroxypropionic Acid CAS NO 959572-41-9


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CAS No.:959572-41-9

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

n-(9H-Fluoren-9-Yl)Methoxy]Carbonyl (2S,3S)-3-Amino-3-(2-Fluoro-Phenyl)-2-Hydroxypropionic Acid is a sophisticated, non-natural amino acid derivative featuring a fluorenylmethyloxycarbonyl (Fmoc) protecting group and a fluorinated aromatic side chain. This compound is critically important as a high-purity building block for the solid-phase synthesis of complex peptides and peptidomimetics, enabling the introduction of specific stereochemistry and fluorinated motifs. It is primarily needed by research institutions and pharmaceutical companies engaged in the development of novel therapeutic peptides, protease inhibitors, and targeted bioactive molecules where structural precision and functional group manipulation are paramount.

Application

  • Pharmaceutical Intermediate: A key chiral synthon in the research and development of new active pharmaceutical ingredients (APIs), particularly for targeted therapies.
  • Peptide Synthesis: Serves as a protected amino acid residue in Fmoc-based solid-phase peptide synthesis (SPPS) for creating custom peptides with fluorinated aromatic properties.
  • Protease Inhibitor Development: Used to construct peptide-based inhibitors where the (2S,3S) configuration and fluorine atom are crucial for binding affinity and selectivity.
  • Chemical Biology Research: Employed in the synthesis of peptide probes and tools to study protein-protein interactions and enzyme mechanisms.
  • Peptidomimetic Scaffolds: Integral for designing and synthesizing peptidomimetics that mimic natural peptides but with enhanced metabolic stability and bioavailability.
  • Academic & Industrial R&D: A valuable reagent for synthetic chemistry and medicinal chemistry research programs in both academic and industrial settings.

Basic Information

Product Name n-(9H-Fluoren-9-Yl)Methoxy]Carbonyl (2S,3S)-3-Amino-3-(2-Fluoro-Phenyl)-2-Hydroxypropionic Acid
CAS No. 959572-41-9
Molecular Formula C24H20FNO5
Molecular Weight 421.42 g/mol
Synonyms Fmoc-(2S,3S)-3-Amino-3-(2-fluorophenyl)-2-hydroxypropionic acid; (2S,3S)-2-Hydroxy-3-[(9H-fluoren-9-ylmethoxy)carbonylamino]-3-(2-fluorophenyl)propanoic acid; Fmoc-Ahf(2-F)-OH; Fmoc-3-Amino-3-(2-fluorophenyl)-2-hydroxypropanoic acid; N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-3-amino-3-(2-fluorophenyl)-D-β-hydroxypropionic acid; (2S,3S)-3-[(Fmoc)amino]-3-(2-fluorophenyl)-2-hydroxypropanoic acid; Fmoc-D-β-HoPhe(2-F)-OH
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Quality Control

Our production of this advanced chiral building block adheres to stringent quality protocols to ensure batch-to-batch consistency and high purity for sensitive research and development applications. Each lot is supported by a comprehensive Certificate of Analysis (COA) detailing purity, chiral integrity, and impurity profiles. Quality is verified through advanced analytical techniques including HPLC, chiral HPLC, NMR, and mass spectrometry. We operate under a quality management system and can supply material suitable for use under GMP guidelines for non-clinical development upon request.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at a controlled room temperature (typically 15-25°C). This material is hygroscopic (moisture-sensitive); therefore, the container must be kept tightly sealed in a dry environment. For long-term storage, consider storing under an inert atmosphere such as argon or nitrogen to maintain stability.

Specification

Item Specification
Appearance White to off-white powder
Identification (HPLC) Conforms to reference standard
Identification (NMR) Conforms to structure
Purity (HPLC) ≥ 98.0%
Chiral Purity (Chiral HPLC) ≥ 99.0% de
Water Content (KF) ≤ 1.0%
Heavy Metals ≤ 20 ppm
Residual Solvents (GC) Meets ICH guidelines

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

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