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CS-W001157 4
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Fmoc-S-3-amino-4-(4-cyanophenyl)-butyric acid

  • CAS No. 270065-90-2

  • Cat. No. CS-0182729
  • Molecule weight426.46
  • Purity≥98%
  • MDL No.MFCD01861080

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

Fmoc-S-3-amino-4-(4-cyanophenyl)-butyric acid|CS-0182729

Structure of 270065-90-2

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General Information

  • CAS No. 270065-90-2
  • Cat. No. CS-0182729
  • Purity ≥98%
  • MDL No. MFCD01861080
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₆H₂₂N₂O₄
  • Molecular Weight 426.46
  • Synonym(s) N-BETA-(9-FLUORENYLMETHOXYCARBONYL)-L-HOMO(4-CYANOPHENYL)ALANINE
  • SMILES N#CC(C=C1)=CC=C1C[C@@H](CC(O)=O)NC(OCC2C3=CC=CC=C3C4=CC=CC=C42)=O

Description

Fmoc-S-3-amino-4-(4-cyanophenyl)-butyric acid integrates a fluorinated benzyl-protected lysine surrogate with a para-cyanophenyl group, enabling site-specific conjugation in peptide synthesis. The electron-deficient aryl moiety enhances reactivity in coupling reactions, while the bench-stable Fmoc group ensures reliable handling under standard conditions.

Application

Fmoc-S-3-amino-4-(4-cyanophenyl)-butyric acid serves as a versatile building block for the synthesis of peptidomimetics and bioactive heterocycles. The Fmoc group enables efficient solid-phase peptide synthesis, while the pendant 4-cyanophenyl moiety provides a handle for palladium-catalyzed couplings and subsequent cyclization to access substituted indoles or other aromatic scaffolds. The amino and carboxylic acid functionalities offer orthogonal reactivity for conjugation and derivatization, with excellent bench stability and ease of purification.

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-H312-H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P363-P501

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Computational Chemistry Data

  • TPSA   99.42
  • LogP   4.48278
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   7

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