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n-(9H-Fluoren-9-Yl)Methoxy]Carbonyl (2R,3R)-3-Amino-3-(3-Fluoro-Phenyl)-2-Hydroxypropionic Acid CAS NO 959580-00-8


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CAS No.:959580-00-8

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

n-(9H-Fluoren-9-Yl)Methoxy]Carbonyl (2R,3R)-3-Amino-3-(3-Fluoro-Phenyl)-2-Hydroxypropionic Acid is a sophisticated, optically pure amino acid derivative featuring a fluorenylmethoxycarbonyl (Fmoc) protecting group and a fluorinated aromatic side chain. This compound is critically important as a high-value building block in the synthesis of complex peptides and peptidomimetics, where its specific stereochemistry and fluorine substitution enable precise modulation of biological activity and metabolic stability. It is primarily needed by pharmaceutical R&D teams and fine chemical manufacturers engaged in developing novel therapeutic agents, including protease inhibitors and targeted drug candidates.

Application

  • Pharmaceutical Intermediate: A key chiral synthon in the research and development of new active pharmaceutical ingredients (APIs), particularly for metabolic and neurological disorders.
  • Peptide Synthesis: Serves as a protected amino acid residue in solid-phase and solution-phase peptide synthesis (SPPS) for creating fluorinated peptide sequences.
  • Protease Inhibitor Development: Used to construct potent and selective inhibitors for enzymes like renin, HIV protease, and thrombin, leveraging the fluorine atom for enhanced binding affinity.
  • Chemical Biology Research: Employed in the synthesis of activity-based probes and labeled peptides for studying enzyme mechanisms and protein-protein interactions.
  • Library Synthesis: A valuable component for generating focused combinatorial libraries in drug discovery programs aimed at identifying novel lead compounds.
  • Process Chemistry: Used in the scale-up and optimization of synthetic routes for candidate drugs during clinical development phases.

Basic Information

Product Name n-(9H-Fluoren-9-Yl)Methoxy]Carbonyl (2R,3R)-3-Amino-3-(3-Fluoro-Phenyl)-2-Hydroxypropionic Acid
CAS No. 959580-00-8
Molecular Formula C24H20FNO5
Molecular Weight 421.42 g/mol
Synonyms Fmoc-(2R,3R)-3-Amino-3-(3-fluorophenyl)-2-hydroxypropionic acid; (2R,3R)-Fmoc-Amino-3-(3-fluorophenyl)-2-hydroxypropanoic acid; (2R,3R)-3-[(9H-Fluoren-9-ylmethoxy)carbonyl]amino-3-(3-fluorophenyl)-2-hydroxypropanoic acid; Fmoc-3-Fluoro-D-β-hydroxy-phenylalanine; Fmoc-3-F-Phe(3-OH); Fmoc-D-3-F-βhPhe; (2R,3R)-2-Hydroxy-3-[(9H-fluoren-9-ylmethoxy)formamido]-3-(3-fluorophenyl)propanoic acid
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Quality Control

Our production of this advanced intermediate adheres to strict quality management protocols. Every batch undergoes comprehensive analytical characterization using techniques such as HPLC, NMR, and chiral analysis to ensure high chemical and optical purity. We provide detailed Certificates of Analysis (COA) with each shipment, documenting identity, purity, and impurity profiles. Our quality systems support development under cGMP guidelines for pharmaceutical applications, ensuring traceability and consistency for critical R&D and scale-up projects.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at a controlled room temperature (15-25°C). This product is hygroscopic (moisture-sensitive) and should be handled in a dry environment to prevent degradation. For long-term storage, consider desiccated conditions.

Specification

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