Fmoc-3,4-difluoro-D-phenylalanine, CAS No. 198545-59-4

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198545-59-4

Catalog No. EBD9266

CAS 198545-59-4

Name Fmoc-3,4-difluoro-D-phenylalanine

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Basic Information

Synonyms: FMOC-D-3,4-Difluorophe 3,4-DIFLUORO-D-PHENYLALANINE,FMOCPROTECTED FMOC-3,4-DIFLUORO-D-PHENYLALANINE FMOC-3,4-DIFLUORO-D-PHE-OH Fluorenylmethoxycarbonyl-D-3,4-difluorophenylalanine FMOC-D-3,4-DIFLUOROPHENYLALANINE FMOC-D-PHE(M,P-F2)-OH Fmoc-D-Phe(3,4-DiF)-OH N-[(9H-fluoren-9-ylmethoxy)carbonyl]-3,4-difluoro-D-phenylalanine N-Fluorenylmethoxycarbonyl-D-3,4-difluorophenylalanine Fluorenylmethoxycarbonyl-D-3,4-difluorop

Molecular Formula: C24H19F2NO4

Molecular Weight: 423.42

MDL Number: MFCD00672551

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

Product Description:

Fmoc-D-3,4-difluorophenylalanine is a non-natural, fluorinated amino acid derivative. It features a 9-fluorenylmethoxycarbonyl (Fmoc) protecting group on the amine functionality and a 3,4-difluorophenyl side chain. The presence of fluorine atoms on the aromatic ring significantly alters the electronic properties, lipophilicity, and metabolic stability of the molecule compared to its non-fluorinated counterpart. This compound is a crucial building block in solid-phase peptide synthesis (SPPS), particularly under Fmoc chemistry protocols. Its primary application is in the research and development of novel therapeutic peptides and peptidomimetics. The incorporation of D-3,4-difluorophenylalanine can enhance the biological activity, proteolytic stability, and membrane permeability of the resulting peptides. It is widely used to study structure-activity relationships (SAR) and to develop peptide-based drugs targeting various diseases, including metabolic disorders and cancers. As a specialty amino acid derivative, it is a high-value research chemical supplied to pharmaceutical and biotechnology laboratories. Proper handling requires standard precautions for laboratory chemicals, including the use of personal protective equipment.

Physical Properties

Melting Point: 162-172°C

Boiling Point: 622.7 °C at 760 mmHg

Flash Point: 330.4 °C

Density: 1.357 g/cm3

Storage: 2-8°C