Fmoc-2-chloro-L-phenylalanine, CAS No. 198560-41-7

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198560-41-7

Catalog No. EBD2200694

CAS 198560-41-7

Name Fmoc-2-chloro-L-phenylalanine

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Basic Information

Synonyms: fmoc-l-2-chlorophe Fmoc-L-2-Chlorophenylalanine Fmoc-2-chloro-L-phenylalanine n-alpha-(9-fluorenylmethyloxycarbonyl)-l-2-chloro-phenylalanine n-alpha-(9-fluorenylmethoxycarbonyl)-o-chloro-l-phenylalanine rarechembkpt0003 (s)-3-(2-chloro-phenyl)-2-(9h-fluoren-9-ylmethoxycarbonylamino)-propionicacid fmoc-phe(2-cl)-oh fmoc-phe(o-cl)-oh fmoc-o-chloro-l-phe-oh fmoc-l-phe(2-cl)-oh

Molecular Formula: C24H20ClNO4

Molecular Weight: 421.87

MDL Number: MFCD00797578

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

Product Description:

Fmoc-L-2-chlorophenylalanine is a non-natural, protected amino acid derivative. Its structure features an L-configuration, a 2-chlorophenyl side chain, and an N-terminal 9-fluorenylmethoxycarbonyl (Fmoc) protecting group. This compound is a white to off-white crystalline powder. This amino acid building block is primarily used in solid-phase peptide synthesis (SPPS) employing the Fmoc strategy. The Fmoc group protects the α-amino group during the coupling cycles and can be removed under mild basic conditions (e.g., with piperidine). The chlorinated aromatic side chain introduces hydrophobicity and specific steric/electronic properties into the peptide sequence, which is crucial for modulating the biological activity, stability, and receptor binding affinity of synthetic peptides. It is a key intermediate in the research and development of peptide-based pharmaceuticals and bioactive probes. As a specialty, non-proteinogenic amino acid, it is not a generic synthesis reagent. Its design and application are highly targeted towards peptide chemistry and medicinal chemistry for drug discovery, placing it firmly within the life science and pharmaceutical intermediate domains.

Physical Properties

Melting Point: 158°C

Boiling Point: 640.9 °C at 760 mmHg

Flash Point: 341.4 °C

Density: 1.337 g/cm3

Storage: 2-8°C