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CAS 142994-19-2

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(R)-N-FMOC-4-Chlorophenylalanine

Description:
(R)-N-FMOC-4-Chlorophenylalanine is a derivative of the amino acid phenylalanine, modified to include a 4-chlorophenyl group and a fluorenylmethyloxycarbonyl (FMOC) protecting group. This compound is characterized by its chiral center, which imparts specific stereochemical properties, making it important in peptide synthesis and pharmaceutical applications. The FMOC group serves as a protective moiety for the amino group, allowing for selective reactions during peptide coupling processes. The presence of the 4-chlorophenyl group enhances the compound's hydrophobicity and can influence the biological activity of peptides synthesized from it. This compound is typically used in solid-phase peptide synthesis, where the FMOC group can be easily removed under basic conditions, facilitating the sequential addition of amino acids. Its unique structural features contribute to its utility in research and development within medicinal chemistry and biochemistry, particularly in the design of peptide-based therapeutics. As with many chemical substances, proper handling and safety measures should be observed due to potential hazards associated with its use.
Formula:C24H20ClNO4
InChI:InChI=1/C24H20ClNO4/c25-16-11-9-15(10-12-16)13-22(23(27)28)26-24(29)30-14-21-19-7-3-1-5-17(19)18-6-2-4-8-20(18)21/h1-12,21-22H,13-14H2,(H,26,29)(H,27,28)/t22-/m0/s1
SMILES:c1ccc2c(c1)c1ccccc1C2COC(=N[C@@H](Cc1ccc(cc1)Cl)C(=O)O)O
Synonyms:
  • Fmoc-D-4-Chlorophenylalanine
  • Fmoc-4-Chloro-D-Phe-OH
  • Fmoc-4-Chloro-D-phenylalanine
  • Fmoc-D-4-Chlorophe
  • Fmoc-D-Phe(4-Cl)-OH
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