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Boc-Phe-Phe-OH

  • CAS No. 13122-90-2

  • Cat. No. CS-0154542
  • Molecule weight412.48
  • Purity≥98%
  • MDL No.MFCD00190824

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

Boc-Phe-Phe-OH|CS-0154542

Structure of 13122-90-2

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General Information

  • CAS No. 13122-90-2
  • Cat. No. CS-0154542
  • Purity ≥98%
  • MDL No. MFCD00190824
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₃H₂₈N₂O₅
  • Molecular Weight 412.48
  • Synonym(s) N-(tert-butoxycarbonyl)phenylalanylphenylalanine
  • SMILES CC(C)(OC(N[C@H](C(N[C@H](C(O)=O)CC1=CC=CC=C1)=O)CC2=CC=CC=C2)=O)C

Description

Boc-Phe-Phe-OH is a dipeptide building block featuring two phenylalanine units flanked by a tert-butoxycarbonyl protecting group. This stable, bench-ready intermediate integrates seamlessly into peptide synthesis workflows, enabling efficient construction of larger bioactive sequences with minimal side-reaction risk.

Application

Boc-Phe-Phe-OH serves as a key dipeptide building block in peptide synthesis, offering robust protection of the N-terminus via the tert-butoxycarbonyl (Boc) group. Its stability under standard coupling conditions and ease of deprotection facilitate efficient linear chain elongation. The phenylalanine side chains provide orthogonal handle compatibility for further functionalization, making it a practical choice for synthesizing bioactive peptides and heterocyclic scaffolds in medicinal chemistry workflows.

Synthesis

  • Route1

    References

    • NEUROCHEM (INTERNATIONAL) LIMITED Patent: WO2004/113275 A2, 2004 ; Location in patent: Page 158; 159 ;
  • Route2
    • N-(tert-Butoxycarbonyl)-L-phenylalanyl-L-phenylalanine methyl ester|CS-0507653
      13122-89-9
    • ~94%
    • In-stock
      Boc-Phe-Phe-OH|CS-0154542
      13122-90-2

    References

    • Ewenson, A; Laufer, R; Frey, J; Chorev, M; Selinger, Z; Gilon, C European Journal of Medicinal Chemistry, 1992 , vol. 27, # 3 p. 179 - 186
  • Route3

    References

    • Popovic, Stanimir; Bieraeugel, Hans; Detz, Remko J.; Kluwer, Alexander M.; Koole, Jelmer A. A.; Streefkerk, Dieuwertje E.; Hiemstra, Henk; Van Maarseveen, Jan H. Chemistry - A European Journal, 2013 , vol. 19, # 50 p. 16934 - 16937

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

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Computational Chemistry Data

  • TPSA   104.73
  • LogP   2.9345
  • H_Acceptors   4
  • H_Donors   3
  • Rotatable_Bonds   8

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