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CAS 198545-46-9

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(R)-N-FMOC-2-Fluorophenylalanine

Description:
(R)-N-FMOC-2-Fluorophenylalanine is a derivative of the amino acid phenylalanine, modified with a 9-fluorenylmethoxycarbonyl (FMOC) protecting group and a fluorine atom at the ortho position of the phenyl ring. This compound is characterized by its chiral center, which contributes to its specific stereochemistry, denoted as (R). The FMOC group is commonly used in peptide synthesis as a protective group for the amino group, allowing for selective reactions without interfering with other functional groups. The presence of the fluorine atom can enhance the compound's biological activity and influence its interactions with biological targets. This substance is typically utilized in the field of medicinal chemistry and peptide synthesis, where it serves as an intermediate in the preparation of fluorinated peptides or as a tool for studying protein interactions. Its stability, solubility, and reactivity are influenced by the FMOC group and the fluorine substitution, making it a valuable compound in various chemical and pharmaceutical applications.
Formula:C24H20FNO4
InChI:InChI=1/C24H20FNO4/c25-21-12-6-1-7-15(21)13-22(23(27)28)26-24(29)30-14-20-18-10-4-2-8-16(18)17-9-3-5-11-19(17)20/h1-12,20,22H,13-14H2,(H,26,29)(H,27,28)/t22-/m1/s1
SMILES:c1ccc(c(c1)C[C@H](C(=O)O)N=C(O)OCC1c2ccccc2c2ccccc12)F
Synonyms:
  • N-(9-Fluorenylmethoxycarbonyl)-2-fluorophenyl-D-alanine
  • Fmoc-D-Phe(2-F)-OH
  • Fmoc-D-2-Fluorophe
  • D-2-Fluorophenylalanine, FMOC protected
  • Fmoc-D-2-Fluorophenylalanine
  • N-[(9H-fluoren-9-ylmethoxy)carbonyl]-2-fluoro-L-phenylalanine
  • (2R)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-3-(2-fluorophenyl)propanoate
  • N-[(9H-fluoren-9-ylmethoxy)carbonyl]-2-fluoro-D-phenylalanine
  • Fmoc-2-Fluoro-D-phenylalanine
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