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CAS 5123-55-7

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N-Phthaloyl-(S)-phenylalanine

Description:
N-Phthaloyl-(S)-phenylalanine is an amino acid derivative characterized by the presence of a phthaloyl group attached to the amino acid phenylalanine. This compound typically exhibits properties associated with both amino acids and aromatic compounds, including solubility in organic solvents and potential interactions with biological systems due to its amino acid structure. The phthaloyl group enhances the stability and lipophilicity of the molecule, which can influence its reactivity and biological activity. N-Phthaloyl-(S)-phenylalanine is often utilized in peptide synthesis and as a protecting group in organic synthesis, particularly in the formation of peptide bonds. Its chirality, stemming from the (S)-configuration of phenylalanine, is significant in biochemical applications, as it can affect the stereochemistry of larger biomolecules. Overall, this compound serves as an important intermediate in synthetic organic chemistry and biochemistry, with applications in pharmaceuticals and research.
Formula:C17H13NO4
InChI:InChI=1S/C17H13NO4/c19-15-12-8-4-5-9-13(12)16(20)18(15)14(17(21)22)10-11-6-2-1-3-7-11/h1-9,14H,10H2,(H,21,22)/t14-/m0/s1
InChI key:InChIKey=VAYRSTHMTWUHGE-AWEZNQCLSA-N
SMILES:[C@H](CC1=CC=CC=C1)(C(O)=O)N2C(=O)C=3C(C2=O)=CC=CC3
Synonyms:
  • (2S)-2-(1,3-Dioxo-2,3-dihydro-1H-isoindol-2-yl)-3-phenylpropanoic acid
  • (2S)-2-(1,3-Dioxoisoindol-2-yl)-3-phenylpropanoic acid
  • (2S)-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-3-phenylpropanoic acid
  • (S)-2-(1,3-Dihydro-1,3-dioxo-2H-isoindol-2-yl)-3-phenylpropanoic acid
  • (S)-N-Phthaloylphenylalanine
  • (αS)-1,3-Dihydro-1,3-dioxo-α-(phenylmethyl)-2H-isoindole-2-acetic acid
  • 2-Isoindolineacetic acid, α-benzyl-1,3-dioxo-, (S)-(-)-
  • 2H-Isoindole-2-acetic acid, 1,3-dihydro-1,3-dioxo-α-(phenylmethyl)-, (S)-
  • 2H-Isoindole-2-acetic acid, 1,3-dihydro-1,3-dioxo-α-(phenylmethyl)-, (αS)-
  • <span class="text-smallcaps">L</span>-N-Phthaloylphenylalanine
  • See more synonyms
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