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CS-W001157 4
Total: USD 88.00

D-(-)-Pantolactone

  • CAS No. 599-04-2

  • Cat. No. CS-W011112
  • Purity≥98%
  • MDL No.MFCD00005392

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

D-(-)-Pantolactone|CS-W011112

Structure of 599-04-2

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General Information

  • CAS No. 599-04-2
  • Cat. No. CS-W011112
  • Purity ≥98%
  • MDL No. MFCD00005392
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₁₀O₃
  • Molecular Weight 130.14
  • Synonym(s) None
  • SMILES O=C1OCC(C)(C)[C@H]1O

Description

D-(-)-Pantolactone is a chiral auxiliary used in many asymmetric synthesis reactions.It can be used as a chiral starting material to synthesize:An insect sex pheromone named 1S,2S,3R-1-acetoxymethyl-2,3,4,4-tetrameth-ylcyclopentane.(-)-Enantiomer of (R)-8-hydroxy-4,7,7-trimethyl-7,8-dihydrocyclopenta[e]isoindole-1,3(2H,6H)-dione, a norsesquiterpene alkaloid.A bicyclic diterpene named isofregenedadiol.

Application

Pantolactone serves as a versatile building block in synthetic organic chemistry, enabling efficient access to pantoyl derivatives and related lactones. Its well-defined reactivity facilitates functionalization at the C2 position, supports orthogonal transformations in complex molecule synthesis, and functions reliably in multistep sequences involving amine coupling or reduction. Bench-stable and readily purified by distillation, it is a practical choice for medicinal chemistry campaigns and process development.

Synthesis

  • Route1

    References

    • Pasquier, Corinne; Naili, Said; Pelinski, Lydie; Brocard, Jacques; Mortreux, Andre; Agbossou, Francine Tetrahedron Asymmetry, 1998 , vol. 9, # 2 p. 193 - 196
  • Route2

    References

    • Brunner, H.; Forster, St. Monatshefte fuer Chemie, 1992 , vol. 123, # 6 p. 659 - 663
  • Route3
    • null|null
      133094-78-7
    • ~94%
    • In-stock
      D-(-)-Pantolactone|CS-W011112
      599-04-2

    References

    • Kishore Kumar; Baskaran, Sundarababu Journal of Organic Chemistry, 2005 , vol. 70, # 11 p. 4520 - 4523

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   46.53
  • LogP   -0.0697
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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