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(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(2,4-difluorophenyl)propanoic acid

  • CAS No. 1032337-49-7

  • Cat. No. CS-0150075
  • Purity≥97%
  • MDL No.MFCD07371998

*For research and further manufacturing use only, not for direct human use.

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(2,4-difluorophenyl)propanoic acid|CS-0150075

Structure of 1032337-49-7

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General Information

  • CAS No. 1032337-49-7
  • Cat. No. CS-0150075
  • Purity ≥97%
  • MDL No. MFCD07371998
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₄H₁₉F₂NO₄
  • Molecular Weight 423.41
  • Synonym(s) FMoc-L-2,4-Difluoro-Phenylpropionic acid
  • SMILES FC=1C=CC(=C(C1)F)C[C@@H](C(O)=O)NC(OCC2C3=CC=CC=C3C4=CC=CC=C42)=O

Description

This fluoren-9-ylmethoxycarbonyl-protected chiral amino acid features a sterically hindered, electron-deficient aryl group that enhances stability and facilitates efficient coupling in peptide synthesis. The (S)-configuration ensures enantioselective incorporation into complex sequences, while the fluorenylmethoxycarbonyl moiety enables clean deprotection under mild basic conditions.

Application

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(2,4-difluorophenyl)propanoic acid serves as a robust chiral building block for peptide synthesis, leveraging the orthogonal stability of the Fmoc group. Its fluorinated aryl side chain enhances metabolic stability and modulates lipophilicity, facilitating incorporation into bioactive peptide scaffolds. The molecule exhibits excellent bench stability, simplifies purification via standard chromatography, and enables efficient coupling under common amine activation protocols.

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   75.63
  • LogP   4.4992
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   6

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