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CS-W001157 4
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Fmoc-(R,S)-3-amino-3-(2-naphthyl)propionic acid

  • CAS No. 269078-81-1

  • Cat. No. CS-0179075
  • Purity≥96%
  • MDL No.None

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

Fmoc-(R,S)-3-amino-3-(2-naphthyl)propionic acid|CS-0179075

Structure of 269078-81-1

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General Information

  • CAS No. 269078-81-1
  • Cat. No. CS-0179075
  • Purity ≥96%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₈H₂₃NO₄
  • Molecular Weight 437.49
  • Synonym(s) 3-({[(9H-Fluoren-9-YL)methoxy]carbonyl}amino)-3-(naphthalen-2-YL)propanoic acid
  • SMILES O=C(OCC1C=2C=CC=CC2C=3C=CC=CC31)NC(C=4C=CC=5C=CC=CC5C4)CC(=O)O

Description

Fmoc-(R,S)-3-amino-3-(2-naphthyl)propionic acid integrates a sterically hindered naphthyl group with a bench-stable Fmoc-protected amino acid scaffold. This chiral building block enables direct incorporation into peptide sequences, offering enhanced rigidity and defined stereochemistry for applications in peptidomimetic design and medicinal chemistry workflows.

Application

Fmoc-(R,S)-3-amino-3-(2-naphthyl)propionic acid serves as a versatile building block for peptide synthesis, enabling the incorporation of a bulky, hydrophobic amino acid side chain. The Fmoc group ensures efficient orthogonal protection and facile deprotection under mild basic conditions. Its 2-naphthyl moiety enhances π-stacking potential and provides structural rigidity, making it valuable in peptidomimetic design and bioactive molecule scaffolds. The compound exhibits excellent bench stability and compatibility with standard coupling 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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   75.63
  • LogP   5.8943
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   6

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