Date published: 2025-9-28

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2,3-O-Isopropylidene-D-erythronolactone (CAS 25581-41-3)

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Application:
2,3-O-Isopropylidene-D-erythronolactone is a chiral synthon used to create analogs of certain natural products
CAS Number:
25581-41-3
Molecular Weight:
158.15
Molecular Formula:
C7H10O4
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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2,3-O-Isopropylidene-D-erythronolactone is a chiral synthon used to create analogs of certain natural products, such as leukotrienes.


2,3-O-Isopropylidene-D-erythronolactone (CAS 25581-41-3) References

  1. Synthesis of 1-deoxy-D-erythro-hexo-2,3-diulose, a major hexose Maillard intermediate.  |  Glomb, MA. and Pfahler, C. 2000. Carbohydr Res. 329: 515-23. PMID: 11128581
  2. Addition of lithiated C-nucleophiles to 2,3-O-isopropylidene-D-erythronolactone: stereoselective formation of a furanose C-disaccharide.  |  McCartney, JL., et al. 2003. J Org Chem. 68: 10152-5. PMID: 14682713
  3. Selective inhibition of Trypanosoma brucei 6-phosphogluconate dehydrogenase by high-energy intermediate and transition-state analogues.  |  Dardonville, C., et al. 2004. J Med Chem. 47: 3427-37. PMID: 15189039
  4. Kedarcidin chromophore: synthesis of its proposed structure and evidence for a stereochemical revision.  |  Ren, F., et al. 2007. J Am Chem Soc. 129: 5381-3. PMID: 17417855
  5. Structure-based design, synthesis and preliminary evaluation of selective inhibitors of dihydrofolate reductase from Mycobacterium tuberculosis.  |  El-Hamamsy, MH., et al. 2007. Bioorg Med Chem. 15: 4552-76. PMID: 17451962
  6. Aryl sulfones as novel bradykinin B1 receptor antagonists for treatment of chronic pain.  |  Biswas, K., et al. 2008. Bioorg Med Chem Lett. 18: 4764-9. PMID: 18706809
  7. Double stereodifferentiating dreiding-schmidt reactions  |  Csuk, R., Glānzer, B. I., Hu, Z., & Boese, R. 1994. Tetrahedron. 50(4): 1111-1124.
  8. Crystal and molecular structure of the β-anomer of 6, 7-dideoxy-1, 2; 3, 4; 9, 10-tris-O-(1-methylethylidene)-d-erythro-α-d-galacto-undecopyranosid-8-ulose  |  Weaver, T. D., Zeller, M., & Norris, P. 2006. Journal of Chemical Crystallography. 36: 647-654.
  9. Carbon-branched carbohydrate chirons: synthesis of C-3 and C-4-branched sugar lactones derived from d-erythronolactone  |  Jenkinson, S. F., Booth, K. V., Reino, A. M. E., Horne, G., Estévez, R. J., & Fleet, G. W. 2009. Tetrahedron: Asymmetry. 20(20): 2357-2367.
  10. Concise Synthesis of a New Chiral Cyclopentenone Building Block for Prostaglandins and their Derivatives  |  Żurawiński, R., & Łukasik, B. 2019. European Journal of Organic Chemistry. 2019(15): 2612-2620.

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

2,3-O-Isopropylidene-D-erythronolactone, 1 g

sc-220777
1 g
$360.00