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CS-W001157 4
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Ethyl (R)-(-)-mandelate

  • CAS No. 10606-72-1

  • Cat. No. CS-0143521
  • Molecule weight180.20
  • Purity≥95%
  • MDL No.MFCD00064248

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

Ethyl (R)-(-)-mandelate|CS-0143521

Structure of 10606-72-1

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General Information

  • CAS No. 10606-72-1
  • Cat. No. CS-0143521
  • Purity ≥95%
  • MDL No. MFCD00064248
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₂O₃
  • Molecular Weight 180.20
  • Synonym(s) ethyl (2R)-hydroxy(phenyl)ethanoate
  • SMILES CCOC([C@H](O)C1=CC=CC=C1)=O

Description

Ethyl (R)-(-)-mandelate is a chiral ester derivative of mandelic acid, featuring a stereodefined (R)-configuration at the alpha-carbon. This bench-stable, moisture-tolerant reagent integrates readily into asymmetric synthesis workflows, serving as a key chiral auxiliary in enantioselective transformations.

Application

Ethyl (R)-(-)-mandelate serves as a chiral building block for asymmetric synthesis, offering high enantiomeric purity and stability under standard reaction conditions. It functions as a versatile precursor in the construction of pharmaceutical intermediates and bioactive molecules, enabling stereoselective transformations via ester hydrolysis or reduction. Its bench-stable nature and compatibility with common coupling and functional group interconversions make it a practical choice for medicinal chemistry workflows.

Synthesis

  • Route1

    References

    • Journal of the American Chemical Society, , vol. 127, # 4 p. 1090 - 1091
  • Route2

    References

    • Chemical Communications, , vol. 48, # 22 p. 2803 - 2805
  • Route3

    References

    • Journal of the Chemical Society, Chemical Communications, , # 24 p. 1759 - 1762

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   1.2831
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   3

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