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CS-W001157 4
Total: USD 88.00

4-(Methoxycarbonyl)cyclohexane-1-carboxylic acid

  • CAS No. 32529-79-6

  • Cat. No. CS-W001901
  • Purity≥97%
  • MDL No.MFCD06797561

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

4-(Methoxycarbonyl)cyclohexane-1-carboxylic acid|CS-W001901

Structure of 32529-79-6

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General Information

  • CAS No. 32529-79-6
  • Cat. No. CS-W001901
  • Purity ≥97%
  • MDL No. MFCD06797561
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₄O₄
  • Molecular Weight 186.21
  • Synonym(s) None
  • SMILES O=C(O)C1CCC(C(=O)OC)CC1

Description

This cyclohexane derivative features a methoxycarbonyl group and a carboxylic acid moiety positioned trans to each other on the ring, enabling its use in constructing complex scaffolds. The ester function offers tunable reactivity, while the carboxylic acid provides a handle for conjugation or derivatization under standard conditions.

Application

4-(Methoxycarbonyl)cyclohexane-1-carboxylic acid serves as a versatile building block in medicinal chemistry and synthetic organic chemistry, enabling the construction of cyclic scaffolds through standard ester hydrolysis, decarboxylation, or coupling reactions. Its dual carboxylate functionality offers orthogonal reactivity for peptide-like couplings and heterocycle formation, while its cyclohexane backbone provides conformational stability and metabolic resilience. The methoxycarbonyl group enhances solubility and facilitates purification, making it well-suited for high-throughput synthesis and scale-up applications.

Synthesis

  • Route1
    • null|null
      94-60-0
    • ~44%
    • In-stock
      4-(Methoxycarbonyl)cyclohexane-1-carboxylic acid|CS-W001901
      32529-79-6

    References

    • MERCK SHARP and DOHME CORP.; BARR, Kenneth Jay; MACLEAN, John; ZHANG, Hongjun; BERESIS, Richard Thomas; ZHANG, Dongshan Patent: WO2014/28597 A2, 2014 ; Location in patent: Page/Page column 54 ;
  • Route2

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 19, # 6 p. 1564 - 1568
  • Route3

    References

    • Journal of Medicinal Chemistry, , vol. 54, # 6 p. 1752 - 1761

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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