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CS-W001157 4
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2-(tert-butoxycarbonylamino)-3-phenylpropanoic acid

  • CAS No. 4530-18-1

  • Cat. No. CS-M0765
  • Purity≥98%
  • MDL No.MFCD00558969

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

2-(tert-butoxycarbonylamino)-3-phenylpropanoic acid|CS-M0765

Structure of 4530-18-1

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General Information

  • CAS No. 4530-18-1
  • Cat. No. CS-M0765
  • Purity ≥98%
  • MDL No. MFCD00558969
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₁₉NO₄
  • Molecular Weight 265.31
  • Synonym(s) None
  • SMILES O=C(OC(C)(C)C)NC(CC1=CC=CC=C1)C(O)=O

Description

This protected amino acid derivative features a tert-butoxycarbonyl group that ensures stability and ease of handling. The phenylpropanoic backbone provides a rigid, aromatic scaffold suitable for peptide synthesis and medicinal chemistry applications.

Application

2-(tert-Butoxycarbonylamino)-3-phenylpropanoic acid serves as a versatile building block for the synthesis of β-phenylalanine derivatives, enabling straightforward access to bioactive scaffolds. Its tert-butoxycarbonyl (Boc) group provides robust protection of the amine functionality under acidic and basic conditions, while the pendant carboxylic acid allows for direct coupling or derivatization. The molecule exhibits excellent bench stability, facilitates purification by standard chromatographic methods, and functions reliably in peptide elongation and heterocyclic ring formation protocols.

Synthesis

  • Route1

    References

    • Caplar, Vesna; Zinic, Mladen; Pozzo, Jean-Luc; Fages, Frederic; Mieden-Gundert, Gudrun; Voegtle, Fritz European Journal of Organic Chemistry, 2004 , # 19 p. 4048 - 4059
  • Route2
    • null|null
      909114-65-4
    • In-stock
      DL-3-Phenylalanine|CS-W018529
      150-30-1
    • ~86%
    • In-stock
      2-(tert-butoxycarbonylamino)-3-phenylpropanoic acid|CS-M0765
      4530-18-1

    References

    • Hioki, Kazuhito; Kinugasa, Mizuho; Kishimoto, Michiko; Fujiwara, Miho; Tani, Shohei; Kunishima, Munetaka Synthesis, 2006 , # 12 p. 1931 - 1933
  • Route3
    • In-stock
      DL-3-Phenylalanine|CS-W018529
      150-30-1
    • null|null
      89037-64-9
    • ~86%
    • In-stock
      2-(tert-butoxycarbonylamino)-3-phenylpropanoic acid|CS-M0765
      4530-18-1

    References

    • Kim, Sunggak; Chang, Heung Journal of the Chemical Society, Chemical Communications, 1983 , # 22 p. 1357 - 1358

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   2.207
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   4

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