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CS-W001157 4
Total: USD 88.00

Fmoc-N-methyl-(S)-3-Cyclobutylalanine

  • CAS No. 2407819-94-5

  • Cat. No. CS-0439388
  • Purity≥98%
  • MDL No.None

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

Fmoc-N-methyl-(S)-3-Cyclobutylalanine|CS-0439388

Structure of 2407819-94-5

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General Information

  • CAS No. 2407819-94-5
  • Cat. No. CS-0439388
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₃H₂₅NO₄
  • Molecular Weight 379.45
  • Synonym(s) None
  • SMILES C(OC(N([C@@H](CC1CCC1)C(O)=O)C)=O)C2C=3C(C=4C2=CC=CC4)=CC=CC3

Description

Fmoc-N-methyl-(S)-3-cyclobutylalanine features a sterically hindered cyclobutyl group that enhances conformational rigidity in peptide synthesis. The N-methylated amine reduces hydrogen bonding potential, improving membrane permeability. This derivative integrates seamlessly into solid-phase workflows, offering enhanced stability and controlled backbone dynamics for bioactive peptide design.

Application

Fmoc-N-methyl-(S)-3-cyclobutylalanine serves as a valuable building block in peptide synthesis, offering a sterically constrained, hydrophobic side chain ideal for modulating peptide conformation and membrane permeability. The Fmoc group enables efficient N-terminal protection with orthogonal deprotection, while the N-methyl functionality enhances metabolic stability and reduces hydrogen-bonding potential. This derivative facilitates the incorporation of cyclobutyl motifs into peptidomimetics and bioactive scaffolds, supporting diverse applications in medicinal chemistry and drug discovery workflows.

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   66.84
  • LogP   4.5107
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   6

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