Date published: 2025-10-15

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(−)-Isopulegol (CAS 89-79-2)

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Alternate Names:
(1R,2S,5R)-2-Isopropenyl-5-methylcyclohexanol
CAS Number:
89-79-2
Purity:
≥98%
Molecular Weight:
154.25
Molecular Formula:
C10H18O
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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(−)-Isopulegol is a monoterpene alcohol that has garnered interest due to its occurrence and potential as a chemical intermediate. It is frequently studied in the field of chemistry for its role as a precursor in the synthesis of menthol, which involves catalytic processes that aim to increase selectivity and yield. Investigation the enantiomeric purity of (−)-isopulegol and its implications on product formation in stereoselective reactions. (−)-Isopulegol is in studies exploring new methods of asymmetric synthesis, where it serves as a chiral starting material or as a standard for assessing chirality in analytical techniques.


(−)-Isopulegol (CAS 89-79-2) References

  1. A short route to (-)-mintlactone by thallium(III)-mediated cyclization of (-)-isopulegol.  |  Ferraz, HM., et al. 2000. J Org Chem. 65: 2606-7. PMID: 10789485
  2. Synthesis of +-dihydro-epi-deoxyarteannuin B.  |  Dudley, GB., et al. 2007. Org Lett. 9: 2839-42. PMID: 17583345
  3. Synthesis of a dialuminum-substituted silicotungstate and the diastereoselective cyclization of citronellal derivatives.  |  Kikukawa, Y., et al. 2008. J Am Chem Soc. 130: 15872-8. PMID: 18975897
  4. Revision of the stereochemistry of elisabethatriene, a putative biosynthetic intermediate of pseudopterosins.  |  Nasuda, M., et al. 2012. Chem Pharm Bull (Tokyo). 60: 681-5. PMID: 22689408
  5. Lewis acid catalysis and Green oxidations: sequential tandem oxidation processes induced by Mn-hyperaccumulating plants.  |  Escande, V., et al. 2015. Environ Sci Pollut Res Int. 22: 5633-52. PMID: 25263417
  6. Flow Pickering Emulsion Interfaces Enhance Catalysis Efficiency and Selectivity for Cyclization of Citronellal.  |  Chen, H., et al. 2017. ChemSusChem. 10: 1989-1995. PMID: 28334512
  7. Highly potent activity of isopulegol-derived substituted octahydro-2H-chromen-4-ols against influenza A and B viruses.  |  Ilyina, IV., et al. 2018. Bioorg Med Chem Lett. 28: 2061-2067. PMID: 29716780
  8. Synthesis and Transformation of (-)-Isopulegol-Based Chiral β-Aminolactones and β-Aminoamides.  |  Le, TM., et al. 2018. Int J Mol Sci. 19: PMID: 30413128
  9. Stereoselective Synthesis and Investigation of Isopulegol-Based Chiral Ligands.  |  Le, TM., et al. 2019. Int J Mol Sci. 20: PMID: 31430981
  10. Synthesis and Application of 1,2-Aminoalcohols with Neoisopulegol-Based Octahydrobenzofuran Core.  |  Bamou, FZ., et al. 2019. Molecules. 25: PMID: 31861609
  11. Influenza antiviral activity of F- and OH-containing isopulegol-derived octahydro-2H-chromenes.  |  Ilyina, IV., et al. 2021. Bioorg Med Chem Lett. 31: 127677. PMID: 33171219
  12. Stereoselective synthesis and application of isopulegol-based bi- and trifunctional chiral compounds.  |  Le, TM., et al. 2020. RSC Adv. 10: 38468-38477. PMID: 35517552
  13. Biotransformation of (-)-Isopulegol by Rhodococcus rhodochrous.  |  Ivshina, IB., et al. 2022. Pharmaceuticals (Basel). 15: PMID: 36015112
  14. Conformationally Restricted σ1 Receptor Antagonists from (-)-Isopulegol.  |  Blicker, L., et al. 2023. J Med Chem. 66: 4999-5020. PMID: 36946301

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

(−)-Isopulegol, 1 ml

sc-250202
1 ml
$86.00