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CAS 177966-59-5

:

Fmoc-3,4-Dichloro-L-phenylalanine

Description:
Fmoc-3,4-Dichloro-L-phenylalanine is a derivative of the amino acid phenylalanine, modified with a 9-fluorenylmethoxycarbonyl (Fmoc) protecting group and two chlorine substituents at the 3 and 4 positions of the phenyl ring. This compound is typically used in peptide synthesis, particularly in solid-phase peptide synthesis (SPPS), where the Fmoc group serves as a protective group for the amino functionality, allowing for selective deprotection and coupling reactions. The presence of the dichloro substituents can influence the compound's reactivity and steric properties, potentially affecting the overall structure and function of peptides synthesized using this amino acid. Fmoc-3,4-Dichloro-L-phenylalanine is characterized by its stability under standard laboratory conditions, solubility in organic solvents, and its role in enhancing the hydrophobicity of peptides. As with many chemical substances, proper handling and safety precautions are essential due to potential hazards associated with its use in laboratory settings.
Formula:C24H19Cl2NO4
InChI:InChI=1S/C24H19Cl2NO4/c25-20-10-9-14(11-21(20)26)12-22(23(28)29)27-24(30)31-13-19-17-7-3-1-5-15(17)16-6-2-4-8-18(16)19/h1-11,19,22H,12-13H2,(H,27,30)(H,28,29)/t22-/m0/s1
InChI key:InChIKey=QNVHCYWPXIGFGN-QFIPXVFZSA-N
SMILES:C(OC(N[C@@H](CC1=CC(Cl)=C(Cl)C=C1)C(O)=O)=O)C2C=3C(C=4C2=CC=CC4)=CC=CC3
Synonyms:
  • 3,4-Dichloro-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-<span class="text-smallcaps">L</span>-phenylalanine
  • <span class="text-smallcaps">L</span>-Phenylalanine, 3,4-dichloro-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-
  • Fmoc-L-3,4-Dichlorophe
  • Fmoc-L-3,4-Dichlorophenylalanine
  • Fmoc-Phe(3,4-Cl2)-OH
  • Fmoc-Phe(3,4-DiCl)-OH
  • 3,4-Dichloro-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-phenylalanine
  • L-Phenylalanine, 3,4-dichloro-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-
  • FMOC-3,4-DICHLORO-L-PHENYLALANINE
  • FMOC-L-3,4-DICHLORO-PHE-OH
  • See more synonyms
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