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CAS 198545-72-1

:

N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-3-fluoro-D-phenylalanine

Description:
N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-3-fluoro-D-phenylalanine, commonly referred to as Fmoc-3-fluoro-D-Phe, is a derivative of the amino acid phenylalanine, modified with a fluorenylmethoxycarbonyl (Fmoc) protecting group and a fluorine atom at the meta position of the phenyl ring. This compound is primarily utilized in peptide synthesis, particularly in solid-phase peptide synthesis (SPPS), where the Fmoc group serves as a protective moiety that can be easily removed under basic conditions. The presence of the fluorine atom can enhance the compound's biological activity and stability, influencing its interactions in biological systems. The structure contributes to its lipophilicity and potential for forming specific interactions with biological targets. As a synthetic intermediate, it is valuable in the development of pharmaceuticals and research applications. Its CAS number, 198545-72-1, allows for easy identification and procurement in chemical databases and suppliers.
Formula:C24H20FNO4
InChI:InChI=1S/C24H20FNO4/c25-16-7-5-6-15(12-16)13-22(23(27)28)26-24(29)30-14-21-19-10-3-1-8-17(19)18-9-2-4-11-20(18)21/h1-12,21-22H,13-14H2,(H,26,29)(H,27,28)/t22-/m1/s1
InChI key:InChIKey=DWSDVARCJDOADL-JOCHJYFZSA-N
SMILES:C(OC(N[C@H](CC1=CC(F)=CC=C1)C(O)=O)=O)C2C=3C(C=4C2=CC=CC4)=CC=CC3
Synonyms:
  • <span class="text-smallcaps">D</span>-Phenylalanine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-3-fluoro-
  • Fmoc-3-Fluoro-D-phenylalanine
  • Fmoc-D-3-Fluorophe
  • Fmoc-D-3-Fluorophenylalanine
  • Fmoc-D-Phe(3-F)-OH
  • N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-3-fluoro-<span class="text-smallcaps">D</span>-phenylalanine
  • N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-3-fluoro-D-phenylalanine
  • 292: PN: US20070042401 PAGE: 37 claimed sequence
  • D-Phenylalanine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-3-fluoro-
  • 983: PN: WO2006135786 PAGE: 70 claimed sequence
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