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(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(7-fluoro-1H-indol-3-yl)propanoic acid

  • CAS No. 1956434-65-3

  • Cat. No. CS-0150056
  • Molecule weight444.45
  • Purity≥95%
  • MDL No.MFCD26960591

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

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(7-fluoro-1H-indol-3-yl)propanoic acid|CS-0150056

Structure of 1956434-65-3

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General Information

  • CAS No. 1956434-65-3
  • Cat. No. CS-0150056
  • Purity ≥95%
  • MDL No. MFCD26960591
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₆H₂₁FN₂O₄
  • Molecular Weight 444.45
  • Synonym(s) N-Fmoc-7-fluoro-L-tryptophan
  • SMILES FC1=CC=CC2=C1NC=C2C[C@@H](C(O)=O)NC(OCC3C4=CC=CC=C4C5=CC=CC=C53)=O

Description

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(7-fluoro-1H-indol-3-yl)propanoic acid features a chiral α-amino acid scaffold bearing a fluorenylmethoxycarbonyl (Fmoc) protecting group and a 7-fluoroindole side chain. This combination enables efficient solid-phase peptide synthesis with enhanced solubility and stability under standard conditions, facilitating the incorporation of biologically active indole-containing motifs into peptide architectures.

Application

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(7-fluoro-1H-indol-3-yl)propanoic acid serves as a valuable chiral building block for the synthesis of peptide-based pharmaceuticals and bioactive heterocycles. The Fmoc group enables orthogonal protection in solid-phase peptide synthesis, while the 7-fluoroindole moiety provides a stable, electron-deficient aromatic scaffold with enhanced metabolic resistance. The molecule exhibits excellent bench stability, facile purification via flash chromatography, and compatibility with standard coupling conditions.

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

Quality Control

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Computational Chemistry Data

  • TPSA   91.42
  • LogP   4.8414
  • H_Acceptors   3
  • H_Donors   3
  • Rotatable_Bonds   6

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