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3-Amino-3-(benzo[d][1,3]dioxol-5-yl)propanoic acid

  • CAS No. 129042-60-0

  • Cat. No. CS-0462986
  • Purity≥98%
  • MDL No.None

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

3-Amino-3-(benzo[d][1,3]dioxol-5-yl)propanoic acid|CS-0462986

Structure of 129042-60-0

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General Information

  • CAS No. 129042-60-0
  • Cat. No. CS-0462986
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₁NO₄
  • Molecular Weight 209.20
  • Synonym(s) 3-Amino-3-benzo[1,3]dioxol-5-yl-propionic acid
  • SMILES C1=CC2=C(C=C1C(CC(=O)O)N)OCO2

Description

This amino acid derivative features a benzodioxole ring fused to a propanoic acid scaffold, delivering enhanced solubility and metabolic stability. The electron-rich benzodioxole moiety imparts unique binding affinity for receptor targets, while the pendant amine enables straightforward conjugation in bioconjugation workflows. Ideal for medicinal chemistry campaigns requiring robust, functionalized building blocks.

Application

3-Amino-3-(benzo[d][1,3]dioxol-5-yl)propanoic acid serves as a versatile building block for the synthesis of bioactive heterocycles and peptide conjugates. Its ortho-dihydroxyphenyl (catechol) moiety enhances solubility and enables metal coordination, while the α-amino acid functionality supports standard amide coupling and derivatization. The compound exhibits bench stability and facilitates purification via crystallization or ion-exchange chromatography, making it suitable for medicinal chemistry campaigns and API intermediate development.

Synthesis

  • Route1
    • null|null
      120-57-0
    • null|null
      141-82-2
    • ~71%
    • In-stock
      3-Amino-3-(benzo[d][1,3]dioxol-5-yl)propanoic acid|CS-0462986
      129042-60-0

    References

    • Ube Industries, Ltd. Patent: EP1621529 A1, 2006 ; Location in patent: Page/Page column 42 ;
  • Route2
    • null|null
      120-57-0
    • ~%
    • In-stock
      3-Amino-3-(benzo[d][1,3]dioxol-5-yl)propanoic acid|CS-0462986
      129042-60-0

    References

    • US2003/114441 A1, ;
  • Route3

    References

    • Justus Liebigs Annalen der Chemie, , vol. 389, p. 36,111

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   81.78
  • LogP   0.8898
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   3

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