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CS-W001157 4
Total: USD 88.00

N-Fmoc-5,5,5-trifluoro-L-norvaline

  • CAS No. 144207-41-0

  • Cat. No. CS-0111668
  • Purity≥95%
  • MDL No.MFCD31580021

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

N-Fmoc-5,5,5-trifluoro-L-norvaline|CS-0111668

Structure of 144207-41-0

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General Information

  • CAS No. 144207-41-0
  • Cat. No. CS-0111668
  • Purity ≥95%
  • MDL No. MFCD31580021
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₀H₁₈F₃NO₄
  • Molecular Weight 393.36
  • Synonym(s) None
  • SMILES O=C(O)[C@H](CCC(F)(F)F)NC(OCC1C2=C(C3=C1C=CC=C3)C=CC=C2)=O

Description

N-Fmoc-5,5,5-trifluoro-L-norvaline features a trifluoromethyl-substituted aliphatic side chain that enhances metabolic stability and lipophilicity. This fluorinated amino acid integrates readily into peptide sequences under standard coupling conditions, offering improved membrane permeability and resistance to enzymatic degradation in bioactive peptide design.

Application

N-Fmoc-5,5,5-trifluoro-L-norvaline serves as a valuable building block in peptide synthesis, offering enhanced solubility and stability due to the Fmoc protecting group. The trifluoromethyl moiety imparts strong electron-withdrawing character, facilitating controlled activation and coupling reactions. Its functional group tolerance enables incorporation into complex peptide architectures, including those requiring hydrophobic or fluorinated side chains, making it ideal for medicinal chemistry campaigns targeting bioactive peptides.

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 : H315-H319-H335
Precautionary Statements : P260-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   75.63
  • LogP   4.3208
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   6

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