(R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-fluorophenyl)propanoic acid, CAS No. 177966-64-2

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177966-64-2

Catalog No. EBD42508

CAS 177966-64-2

Name (R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-fluorophenyl)propanoic acid

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Basic Information

Synonyms: (r)-2-(9h-fluoren-9-ylmethoxycarbonylamino)-3-(4-fluoro-phenyl)-propionicacid rarechembkpt0036 (r)-n-fmoc-4-fluorophenylalanine n-alpha-(9-fluorenylmethoxycarbonyl)-4-fluoro-d-phenylalanine n-alpha-(9-fluorenylmethoxycarbonyl)-p-fluoro-d-phenylalanine n-alpha-(9-fluorenylmethyloxycarbonyl)-4-fluoro-d-phenylalanine n-(9-fluorenylmethoxycarbonyl)-4-fluorophenyl-d-alanine n-alpha-fmoc-4-fluoro-d-phenylalanine fmoc-d-4-fluorophe Fmoc-p-fluoro-D-Phe-OH Fmoc-D-Phe(4-F)-OH NALPHA-9-Fluorenylmethoxycarbonyl-3-(4-fluorophenyl)-D-alanine Fmoc-D-4-FluoroPhenylalanine Fmoc-4-Fluoro-D-phenylalanine (R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(4-fluorophenyl)propanoica

Molecular Formula: C24H20FNO4

Molecular Weight: 405.42

MDL Number: MFCD00235900

Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Drug Synthesis Building Blocks Medicinal Chemistry > Biochemicals and Life Science Reagents > Peptides and Peptidomimetics

Product Description:

Fmoc-D-4-Fluorophenylalanine is a non-natural, fluorinated amino acid derivative. It features a fluorenylmethyloxycarbonyl (Fmoc) protecting group on the α-amino group and a 4-fluorophenyl side chain in the D-configuration. This structure makes it a crucial building block in solid-phase peptide synthesis (SPPS), particularly for the Fmoc strategy. Its primary application is in the research and development of therapeutic peptides and peptidomimetics. The incorporation of the D-enantiomer enhances the metabolic stability of synthetic peptides against proteolytic degradation. The fluorine atom on the phenyl ring can modulate the peptide's lipophilicity, electronic properties, and bioavailability, and is often used to study structure-activity relationships or to create peptide-based drugs with improved pharmacological profiles. This compound is a specialized reagent in medicinal chemistry and chemical biology. It is not a general-purpose synthetic building block but is specifically designed for the controlled synthesis of complex, non-natural peptide sequences with potential applications in drug discovery, including the development of enzyme inhibitors, receptor agonists/antagonists, and diagnostic probes.

Physical Properties

Melting Point: 180 °C

Boiling Point: 623.9 °C at 760 mmHg

Flash Point: 331.1 °C

Density: 1.317 g/cm3

Storage: 2-8°C

Analytical Data

Appearance: off-white powder