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CS-W001157 4
Total: USD 88.00

N-Boc-L-3,5-difluorophenylalanine

  • CAS No. 205445-52-9

  • Cat. No. CS-0093741
  • Purity≥97%
  • MDL No.MFCD00797555

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

N-Boc-L-3,5-difluorophenylalanine|CS-0093741

Structure of 205445-52-9

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General Information

  • CAS No. 205445-52-9
  • Cat. No. CS-0093741
  • Purity ≥97%
  • MDL No. MFCD00797555
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₁₇F₂NO₄
  • Molecular Weight 301.29
  • Synonym(s) None
  • SMILES O=C(O)[C@@H](NC(OC(C)(C)C)=O)CC1=CC(F)=CC(F)=C1

Description

N-Boc-L-3,5-difluorophenylalanine features a sterically hindered, electron-deficient aromatic ring that enhances metabolic stability in peptide sequences. The Boc group provides convenient protection for amine-directed coupling reactions, enabling straightforward incorporation into complex peptidomimetics under standard conditions.

Application

N-Boc-L-3,5-difluorophenylalanine serves as a stable, bench-ready building block for the synthesis of fluorinated peptide analogs and bioactive heterocycles. The Boc group provides orthogonal protection for the amine, enabling selective deprotection during peptide coupling. The 3,5-difluoro substitution enhances metabolic stability and modulates electronic properties, facilitating incorporation into drug-like scaffolds via standard amide bond formation and solid-phase synthesis protocols.

Synthesis

  • Route1
    • null|null
      141776-91-2
    • ~%
    • In-stock
      N-Boc-L-3,5-difluorophenylalanine|CS-0093741
      205445-52-9

    References

    • Tetrahedron Letters, , vol. 41, # 6 p. 923 - 927
  • Route2
    • 2-Acetamido-3-(3,5-difluorophenyl)propanoic acid|CS-1075102
      266360-52-5
    • ~%
    • In-stock
      N-Boc-L-3,5-difluorophenylalanine|CS-0093741
      205445-52-9

    References

    • Tetrahedron Letters, , vol. 41, # 6 p. 923 - 927
  • Route3
    • null|null
      266360-46-7
    • ~%
    • In-stock
      N-Boc-L-3,5-difluorophenylalanine|CS-0093741
      205445-52-9

    References

    • Tetrahedron Letters, , vol. 41, # 6 p. 923 - 927

Safety Information

Download SDS
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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   75.63
  • LogP   2.4852
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   4

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