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CS-W001157 4
Total: USD 88.00

1,1-Cyclobutanedicarboxylic acid

  • CAS No. 5445-51-2

  • Cat. No. CS-D1152
  • Purity≥97%
  • MDL No.MFCD00001325

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

1,1-Cyclobutanedicarboxylic acid|CS-D1152

Structure of 5445-51-2

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General Information

  • CAS No. 5445-51-2
  • Cat. No. CS-D1152
  • Purity ≥97%
  • MDL No. MFCD00001325
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₈O₄
  • Molecular Weight 144.13
  • Synonym(s) Cyclobutane-1,1-dicarboxylic acid
  • SMILES O=C(O)C1(CCC1)C(O)=O

Description

L-Azidohomoalanine (AHA) is an amino acid analog of methionine that contains a very small modification, specifically an azido moiety. This compound can be fed to cultured cells and incorporated into proteins during active protein synthesis. Detection utilizes the chemoselective ligation or click reaction between an azide and an alkyne or cyclooctyne. For example the azido-modified protein can be detected with either fluorescent alkyne or biotin alkyne. Detection sensitivity with these reagents in 1-D gels and Western blots is in the low femtomole range and compatible with downstream LC-MS/MS and MALDI-MS analysis.

Application

1,1-Cyclobutanedicarboxylic acid serves as a versatile building block in synthetic organic chemistry, enabling the construction of substituted cyclobutane scaffolds prevalent in bioactive molecules. Its dicarboxylic functionality facilitates straightforward derivatization via esterification, amidation, or decarboxylation protocols. The molecule exhibits good bench stability and is compatible with standard purification techniques, making it well-suited for use in medicinal chemistry campaigns and process development workflows.

Synthesis

  • Route1
    • In-stock
      1,3-Dibromopropane|CS-W020641
      109-64-8
    • null|null
      105-53-3
    • ~22%
    • In-stock
      1,1-Cyclobutanedicarboxylic acid|CS-D1152
      5445-51-2

    References

    • Synthetic Communications, , vol. 14, # 11 p. 983 - 988
  • Route2

    References

    • Journal of the Chemical Society, , vol. 75, p. 933
  • Route3
    • In-stock
      Ethyl 1-cyanocyclobutane-1-carboxylate|CS-0008648
      28246-87-9
    • ~%
    • null|null
      141-82-2
    • In-stock
      1,1-Cyclobutanedicarboxylic acid|CS-D1152
      5445-51-2

    References

    • Journal of the Chemical Society, , p. 144

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05
Signal Word : Danger
UN#: 3261
Class : 8
Packing Group : Ⅱ
Hazard Statements : H314
Precautionary Statements : P260-P264-P280-P301+P330+P331-P304+P340-P363-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   74.6
  • LogP   0.3259
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   2

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