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CS-W001157 4
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O-Phthalimide-C3-acid

  • CAS No. 3130-75-4

  • Cat. No. CS-0039066
  • Purity≥98%
  • MDL No.MFCD00196079

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

O-Phthalimide-C3-acid|CS-0039066

Structure of 3130-75-4

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General Information

  • CAS No. 3130-75-4
  • Cat. No. CS-0039066
  • Purity ≥98%
  • MDL No. MFCD00196079
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₁NO₄
  • Molecular Weight 233.22
  • Synonym(s) 4-Phthalimidobutyric acid
  • SMILES C1=CC=C2C(=C1)C(=O)N(CCCC(=O)O)C2=O

Description

O-Phthalimide-C3-acid delivers a robust, bench-stable platform for conjugation workflows, featuring a carboxylic acid handle flanked by a phthalimide moiety. This combination enables efficient coupling to amine-functionalized substrates under standard conditions, with the electron-deficient imide enhancing reactivity. The C3 spacer provides optimal distance and flexibility for downstream applications in bioconjugation and materials synthesis.

Application

O-Phthalimide-C3-acid serves as a versatile building block for the synthesis of functionalized heterocycles and peptide conjugates. Its amide-linked phthalimide group provides excellent stability and orthogonal reactivity, while the terminal carboxylic acid enables facile coupling reactions via standard EDC/NHS or carbodiimide-mediated protocols. The molecule functions effectively in solid-phase and solution-phase syntheses, offering clean purification and high yield in diverse transformation workflows.

Synthesis

  • Route1
    • null|null
      85-44-9
    • γ-Aminobutyric acid Vigabatrin  Impurity|CS-0228792
      56-12-2
    • ~99%
    • In-stock
      O-Phthalimide-C3-acid|CS-0039066
      3130-75-4

    References

    • Guenin, Erwann; Monteil, Maelle; Bouchemal, Nadia; Prange, Thierry; Lecouvey, Marc European Journal of Organic Chemistry, 2007 , # 20 p. 3380 - 3391
  • Route2
    • 4-Chlorobutanoic acid Levetiracetam Impurity|CS-0213997
      627-00-9
    • null|null
      1074-82-4
    • ~82%
    • In-stock
      O-Phthalimide-C3-acid|CS-0039066
      3130-75-4

    References

    • ISTITUTO CHIMICO INTERNAZIONALE, DR. GIUSEPPE RENDE S.R.L. Patent: EP354881 A1, 1990 ;
  • Route3

    References

    • Kolasa, Teodozyj; Miller, Marvin J. Journal of Organic Chemistry, 1990 , vol. 55, # 14 p. 4246 - 4255

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   74.68
  • LogP   1.1474
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   4

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