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3-(Methoxycarbonyl)cyclohexanecarboxylic acid

  • CAS No. 25090-39-5

  • Cat. No. CS-0055048
  • Purity≥97%
  • MDL No.None

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

3-(Methoxycarbonyl)cyclohexanecarboxylic acid|CS-0055048

Structure of 25090-39-5

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General Information

  • CAS No. 25090-39-5
  • Cat. No. CS-0055048
  • Purity ≥97%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₄O₄
  • Molecular Weight 186.21
  • Synonym(s) (+-)-cis-cyclohexane-1,3-dicarboxylic acid monomethyl ester
  • SMILES O=C(C1CC(C(OC)=O)CCC1)O

Description

This cyclohexanecarboxylic acid derivative features a methoxycarbonyl group at the 3-position, delivering enhanced solubility and stability in organic synthesis. The carboxylic acid functionality enables direct coupling reactions, while the cyclic backbone provides conformational rigidity ideal for scaffold development in medicinal chemistry and materials science applications.

Application

3-(Methoxycarbonyl)cyclohexanecarboxylic acid serves as a versatile building block for cyclohexane-based scaffolds in medicinal chemistry and materials science. Its orthogonal functionality enables selective derivatization of the carboxylic acid and ester groups, facilitating downstream transformations such as amide coupling, hydrolysis, or ring expansion. The molecule exhibits good bench stability and is amenable to purification via standard chromatographic techniques, supporting its use in multi-step synthesis and API development workflows.

Synthesis

  • Route1

    References

    • Pigou, Paul E. Journal of Organic Chemistry, 1989 , vol. 54, # 20 p. 4943 - 4950

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

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Computational Chemistry Data

  • TPSA   63.6
  • LogP   1.0504
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   2

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