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CS-W001157 4
Total: USD 88.00

3-(2-Naphthyl)propanoic Acid

  • CAS No. 21658-35-5

  • Cat. No. CS-0155875
  • Molecule weightNone
  • Purity≥95%
  • MDL No.MFCD00092742

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

3-(2-Naphthyl)propanoic Acid|CS-0155875

Structure of 21658-35-5

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General Information

  • CAS No. 21658-35-5
  • Cat. No. CS-0155875
  • Purity ≥95%
  • MDL No. MFCD00092742
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₂O₂
  • Molecular Weight None
  • Synonym(s) 3-(Naphthalen-2-yl)propanoic acid
  • SMILES C1=CC=C2C=C(C=CC2=C1)CCC(=O)O

Description

3-(2-Naphthyl)propanoic acid features a rigid, planar naphthyl ring system conjugated to a propionic acid side chain, enhancing its utility in constructing bioactive molecules. This structure imparts high stability and favorable solubility in organic solvents, enabling efficient incorporation into pharmaceutical intermediates and functional materials under standard conditions.

Application

3-(2-Naphthyl)propanoic acid serves as a versatile building block in medicinal chemistry, enabling the construction of bioactive scaffolds through standard coupling and functionalization reactions. Its rigid naphthalene moiety imparts favorable π-stacking interactions, while the aliphatic carboxylic acid facilitates derivatization via esterification, amide formation, or activation for cross-coupling. The compound exhibits excellent bench stability and is readily purified by recrystallization, making it well-suited for high-throughput synthesis and process development workflows.

Synthesis

  • Route1

    References

    • THE BRIGHAM AND WOMEN'S HOSPITAL, INC.; PRESIDENT AND FELLOWS OF HARWARD COLLEGE; YALE UNIVERSITY Patent: WO2008/156701 A2, 2008 ; Location in patent: Page/Page column 44; 45-46 ;
  • Route2
    • null|null
      141-82-2
    • In-stock
      2-Naphthaldehyde|CS-D1121
      66-99-9
    • ~88%
    • In-stock
      3-(2-Naphthyl)propanoic Acid|CS-0155875
      21658-35-5

    References

    • Kita; Higuchi; Yoshida; Iio; Kitagaki; Ueda; Akai; Fujioka Journal of the American Chemical Society, 2001 , vol. 123, # 14 p. 3214 - 3222
  • Route3

    References

    • Journal of Medicinal Chemistry, , vol. 30, # 3 p. 574 - 580

Safety Information

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Computational Chemistry Data

  • TPSA   37.3
  • LogP   2.857
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   3

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