CymitQuimica logo

CAS 205526-28-9

:

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

Description:
N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-3-(trifluoromethyl)-D-phenylalanine, commonly referred to as Fmoc-D-Tyr(CF3)-OH, is a synthetic amino acid derivative used primarily in peptide synthesis. This compound features a fluorene moiety that serves as a protective group, facilitating the selective modification of amino acids during the synthesis of peptides. The trifluoromethyl group enhances the compound's lipophilicity and can influence its biological activity and interactions. The presence of the D-phenylalanine configuration indicates that it is a non-natural amino acid, which can impart unique properties to peptides, such as increased resistance to enzymatic degradation. This compound is typically utilized in solid-phase peptide synthesis (SPPS) due to its stability and ease of removal of the Fmoc group under mild basic conditions. Its structural characteristics contribute to its utility in the development of pharmaceuticals and biologically active compounds, making it a valuable tool in medicinal chemistry and peptide research.
Formula:C25H20F3NO4
InChI:InChI=1S/C25H20F3NO4/c26-25(27,28)16-7-5-6-15(12-16)13-22(23(30)31)29-24(32)33-14-21-19-10-3-1-8-17(19)18-9-2-4-11-20(18)21/h1-12,21-22H,13-14H2,(H,29,32)(H,30,31)/t22-/m1/s1
InChI key:InChIKey=AJMRBDCOLBEYRZ-JOCHJYFZSA-N
SMILES:C(OC(N[C@H](CC1=CC(C(F)(F)F)=CC=C1)C(O)=O)=O)C2C=3C(C=4C2=CC=CC4)=CC=CC3
Synonyms:
  • (2R)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-3-[3-(trifluoromethyl)phenyl]propanoic acid
  • <span class="text-smallcaps">D</span>-Phenylalanine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-3-(trifluoromethyl)-
  • Fmoc-3-Trifluoromethyl-D-phenylalanine
  • Fmoc-D-3-Trifluoromethylphe
  • Fmoc-D-Phe(3-CF3)-OH
  • Fmoc-D-Phe(3-trifluoromethyl)-OH
  • N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-3-(trifluoromethyl)-<span class="text-smallcaps">D</span>-phenylalanine
  • N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-3-(trifluoromethyl)-D-phenylalanine
  • D-Phenylalanine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-3-(trifluoromethyl)-
Sort by
Purity (%)
0
100
|
0
|
50
|
90
|
95
|
100
Found 4 products.