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CS-W001157 4
Total: USD 88.00

cis-4-Hydroxycyclohexanecarboxylic acid

  • CAS No. 3685-22-1

  • Cat. No. CS-0049675
  • Purity≥97%
  • MDL No.None

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

cis-4-Hydroxycyclohexanecarboxylic acid|CS-0049675

Structure of 3685-22-1

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General Information

  • CAS No. 3685-22-1
  • Cat. No. CS-0049675
  • Purity ≥97%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₁₂O₃
  • Molecular Weight 144.17
  • Synonym(s) None
  • SMILES O[C@H]1CC[C@H](CC1)C(O)=O

Description

cis-4-Hydroxycyclohexanecarboxylic acid features a rigid, conformationally locked cyclohexane ring with proximal hydroxyl and carboxylic acid groups. This spatial arrangement enhances its utility in asymmetric synthesis and molecular recognition studies. The compound exhibits bench-stable handling characteristics and facilitates stereocontrolled derivatization under standard conditions.

Application

cis-4-Hydroxycyclohexanecarboxylic acid serves as a versatile chiral building block in medicinal chemistry, enabling the synthesis of bioactive heterocycles and cyclic peptide scaffolds. Its well-defined stereochemistry and complementary functional groups facilitate efficient derivatization, including esterification, amidation, and oxidation reactions. The compound exhibits excellent bench stability and is amenable to purification via recrystallization or chromatography, supporting reliable use in scale-up and high-throughput workflows.

Synthesis

  • Route1
    • 4-Hydroxybenzoic acid  Cetirizine Impurity|CS-0167040
      99-96-7
    • ~98%
    • In-stock
      cis-4-Hydroxycyclohexanecarboxylic acid|CS-0049675
      3685-22-1

    References

    • Hirsch, Jerry A.; Truc, Vu Chi Journal of Organic Chemistry, 1986 , vol. 51, # 12 p. 2218 - 2227
  • Route2

    References

    • Lang, Lixin; Jagoda, Elaine; Schmall, Bernard; Vuong, Bik-Kee; Adams, H. Richard; Nelson, David L.; Carson, Richard E.; Eckelman, William C. Journal of Medicinal Chemistry, 1999 , vol. 42, # 9 p. 1576 - 1586
  • Route3

    References

    • Perkin Journal of the Chemical Society, 1904 , vol. 85, p. 422

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-P330-P405-P501

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Computational Chemistry Data

  • TPSA   57.53
  • LogP   0.6221
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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