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CS-W001157 4
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(1S,3R)-3-(Ethoxycarbonyl)cyclohexanecarboxylic acid

  • CAS No. 227783-08-6

  • Cat. No. CS-0080223
  • Purity≥98%
  • MDL No.MFCD23701519

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

(1S,3R)-3-(Ethoxycarbonyl)cyclohexanecarboxylic acid|CS-0080223

Structure of 227783-08-6

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General Information

  • CAS No. 227783-08-6
  • Cat. No. CS-0080223
  • Purity ≥98%
  • MDL No. MFCD23701519
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₆O₄
  • Molecular Weight 200.23
  • Synonym(s) CIS-3-(ETHOXYCARBONYL)CYCLOHEXANE-1-CARBOXYLIC ACID
  • SMILES O=C([C@H]1C[C@@H](C(O)=O)CCC1)OCC

Description

This cyclohexane derivative features a stereodefined carboxylic acid and ethoxycarbonyl group, enabling precise integration into asymmetric synthesis. The rigid framework supports controlled stereochemical outcomes in peptide mimetics and pharmaceutical intermediates.

Application

(1S,3R)-3-(Ethoxycarbonyl)cyclohexanecarboxylic acid serves as a versatile chiral building block in asymmetric synthesis, enabling efficient access to cyclohexane-based pharmacophores. Its well-defined stereochemistry and stable ester functionality facilitate selective transformations, including hydrogenation, hydrolysis, and coupling reactions. The molecule exhibits excellent bench stability and compatibility with standard purification methods, making it ideal for use in medicinal chemistry campaigns requiring stereoselective scaffold construction.

Synthesis

  • Route1
    • Diethyl rel-(1R,3S)-cyclohexane-1,3-dicarboxylate|CS-1690399
      62059-56-7
    • ~99%
    • In-stock
      (1S,3R)-3-(Ethoxycarbonyl)cyclohexanecarboxylic acid|CS-0080223
      227783-08-6

    References

    • ELI LILLY AND COMPANY [US/US] Patent: JP2004/509897 A, 2004 ; Location in patent: Page 46 ;

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   63.6
  • LogP   1.4405
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   3

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