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CS-W001157 4
Total: USD 88.00

Fmoc-D-Phe(3-Cl)-OH

  • CAS No. 205526-23-4

  • Cat. No. CS-0151377
  • Purity≥95%
  • MDL No.MFCD00672549

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

Fmoc-D-Phe(3-Cl)-OH|CS-0151377

Structure of 205526-23-4

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General Information

  • CAS No. 205526-23-4
  • Cat. No. CS-0151377
  • Purity ≥95%
  • MDL No. MFCD00672549
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₄H₂₀ClNO₄
  • Molecular Weight 421.87
  • Synonym(s) Fmoc-D-3-Chlorophenylalanine
  • SMILES ClC1=CC=CC(C[C@H](C(O)=O)NC(OCC2C3=CC=CC=C3C4=CC=CC=C42)=O)=C1

Description

Fmoc-D-Phe(3-Cl)-OH features a fluorophore-masked D-phenylalanine scaffold with a chlorine atom at the meta position of the aromatic ring. This configuration enhances electron-withdrawing character and improves stability during solid-phase peptide synthesis. The protected side chain resists racemization, enabling reliable incorporation into challenging sequences.

Application

Fmoc-D-Phe(3-Cl)-OH serves as a key building block for the synthesis of peptide-based therapeutics and cyclic peptide scaffolds. The 3-chloro substitution on the phenyl ring enhances metabolic stability and modulates lipophilicity, while the Fmoc group enables efficient solid-phase peptide synthesis. This derivative exhibits excellent bench stability, straightforward purification, and compatibility with standard coupling protocols, facilitating reliable incorporation into complex sequences.

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 : P233-P260-P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P340-P362-P403-P405-P501

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Computational Chemistry Data

  • TPSA   75.63
  • LogP   4.8744
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   6

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