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CS-W001157 4
Total: USD 88.00

4-(Methoxycarbonyl)bicyclo[2.2.2]octane-1-carboxylic acid

  • CAS No. 18720-35-9

  • Cat. No. CS-W001270
  • Purity≥97%
  • MDL No.MFCD18459359

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

4-(Methoxycarbonyl)bicyclo[2.2.2]octane-1-carboxylic acid|CS-W001270

Structure of 18720-35-9

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General Information

  • CAS No. 18720-35-9
  • Cat. No. CS-W001270
  • Purity ≥97%
  • MDL No. MFCD18459359
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₆O₄
  • Molecular Weight 212.25
  • Synonym(s) None
  • SMILES O=C(O)C12CCC(C(=O)OC)(CC1)CC2

Description

2-Bromo-3-hydroxypyridine is used to produce 2-bromo-4,6-diiodo-3-pyridinol. It is also used in azo dyes and in the synthesis of pterocellin A by reacting with kojic acid and in synthesis of orelline.

Application

4-(Methoxycarbonyl)bicyclo[2.2.2]octane-1-carboxylic acid serves as a rigid, bicyclic building block for medicinal chemistry and target-oriented synthesis. Its dual ester functionality enables selective derivatization, while the bridged cyclohexane framework imparts conformational restraint ideal for probing structure–activity relationships. The compound exhibits excellent bench stability and facilitates straightforward purification, making it well-suited for high-throughput screening campaigns and macrocycle design.

Synthesis

  • Route1

    References

    • ALANTOS PHARMACEUTICALS HOLDING, INC. Patent: WO2008/63671 A2, 2008 ; Location in patent: Page/Page column 177-178 ; WO 2008/063671 A2
  • Route2
    • Dimethyl 2,5-Dioxobicyclo[2.2.2]octane-1,4-dicarboxylate|CS-0764668
      57293-62-6
    • ~%
    • In-stock
      4-(Methoxycarbonyl)bicyclo[2.2.2]octane-1-carboxylic acid|CS-W001270
      18720-35-9

    References

    • Synthesis, , # 1 p. 71 - 76
  • Route3

    References

    • Synthesis, , # 1 p. 71 - 76

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301
Precautionary Statements : P264-P270-P301+P310-P330-P405-P501

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Computational Chemistry Data

  • TPSA   63.6
  • LogP   1.5846
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   2

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