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CS-W001157 4
Total: USD 88.00

AC-PHE-OME

  • CAS No. 3618-96-0

  • Cat. No. CS-0154008
  • Molecule weight221.25
  • Purity≥98%
  • MDL No.MFCD00066060

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

AC-PHE-OME|CS-0154008

Structure of 3618-96-0

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General Information

  • CAS No. 3618-96-0
  • Cat. No. CS-0154008
  • Purity ≥98%
  • MDL No. MFCD00066060
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₅NO₃
  • Molecular Weight 221.25
  • Synonym(s) None
  • SMILES CC(N[C@H](C(OC)=O)CC1=CC=CC=C1)=O

Description

AC-PHE-OME features a phenylalanine-derived side chain with a terminal methyl ester, offering enhanced solubility and stability in aqueous and organic media. This derivative integrates readily into peptide conjugation workflows, enabling efficient coupling under mild conditions.

Application

AC-PHE-OME serves as a versatile building block in peptide synthesis, offering a protected phenylalanine derivative with orthogonal functionality. The acetyl group provides stability and ease of handling, while the methoxy ester enables straightforward hydrolysis or further derivatization. Its well-documented compatibility with standard coupling protocols facilitates efficient incorporation into peptide chains, making it a reliable choice for both research-scale synthesis and process development.

Synthesis

  • Route1

    References

    • Bunlaksananusorn, Tanasri; Polborn, Kurt; Knochel, Paul Angewandte Chemie - International Edition, 2003 , vol. 42, # 33 p. 3941 - 3943
  • Route2
    • null|null
      64590-81-4
    • ~99%
    • In-stock
      AC-PHE-OME|CS-0154008
      3618-96-0

    References

    • UMICORE AG and CO. KG Patent: WO2005/108409 A2, 2005 ; Location in patent: Page/Page column 30 ;
  • Route3
    • In-stock
      (S)-Methyl 2-amino-3-phenylpropanoate|CS-0010907
      2577-90-4
    • null|null
      108-24-7
    • ~98%
    • In-stock
      AC-PHE-OME|CS-0154008
      3618-96-0

    References

    • De Marco, Rosaria; Gioia, Maria Luisa Di; Leggio, Antonella; Liguori, Angelo; Viscomi, Maria Caterina European Journal of Organic Chemistry, 2009 , # 22 p. 3795 - 3800

Safety Information

Download SDS
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 : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   55.4
  • LogP   0.9068
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   4

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