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CS-W001157 4
Total: USD 88.00

(S)-Benzyl 2-hydroxypropanoate

  • CAS No. 56777-24-3

  • Cat. No. CS-0045408
  • Purity≥98%
  • MDL No.MFCD00209546

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

(S)-Benzyl 2-hydroxypropanoate|CS-0045408

Structure of 56777-24-3

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General Information

  • CAS No. 56777-24-3
  • Cat. No. CS-0045408
  • Purity ≥98%
  • MDL No. MFCD00209546
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₂O₃
  • Molecular Weight 180.20
  • Synonym(s) (S)-(-)-Lactic Acid Benzyl Ester
  • SMILES C[C@H](O)C(OCC1=CC=CC=C1)=O

Description

(S)-Benzyl 2-hydroxypropanoate is a chiral synthone featuring a stereodefined hydroxyl-bearing carbon adjacent to a benzyl ester. This configuration enables selective transformations in asymmetric synthesis, where the hydroxyl group serves as a handle for derivatization or protection. The molecule exhibits favorable stability under standard bench conditions and integrates readily into complex molecular architectures requiring precise stereocontrol.

Application

(S)-Benzyl 2-hydroxypropanoate serves as a chiral building block for the synthesis of β-hydroxy esters and related stereodefined intermediates. Its well-defined stereochemistry enables reliable asymmetric transformations, while the benzyloxy functionality offers orthogonal protection and ease of removal under standard hydrogenolysis conditions. The molecule exhibits good bench stability and is compatible with common coupling and reduction protocols in medicinal chemistry workflows.

Synthesis

  • Route1
    • In-stock
      L-Lactic acid|CS-0015266
      79-33-4
    • null|null
      100-39-0
    • ~88%
    • In-stock
      (S)-Benzyl 2-hydroxypropanoate|CS-0045408
      56777-24-3

    References

    • Gallo, Elizabeth A.; Gellman, Samuel H. Journal of the American Chemical Society, 1993 , vol. 115, # 21 p. 9774 - 9788
  • Route2
    • 2,2-Diphenylacetic anhydride|CS-0464380
      1760-46-9
    • In-stock
      Benzyl lactate|CS-W017200
      2051-96-9
    • ~49%
    • null|null
      1208982-31-3
    • In-stock
      (S)-Benzyl 2-hydroxypropanoate|CS-0045408
      56777-24-3

    References

    • Tetrahedron Asymmetry, , vol. 22, # 16-17 p. 1610 - 1619
  • Route3

    References

    • Tokyo University of Science Educational Foundation Administrative Organization Patent: US2011/319650 A1, 2011 ; Location in patent: Page/Page column 5-6 ;

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   1.1106
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   3

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