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CS-W001157 4
Total: USD 88.00

Methyl DL-mandelate

  • CAS No. 4358-87-6

  • Cat. No. CS-0016959
  • Purity≥95%
  • MDL No.MFCD00004493

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

Methyl DL-mandelate|CS-0016959

Structure of 4358-87-6

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General Information

  • CAS No. 4358-87-6
  • Cat. No. CS-0016959
  • Purity ≥95%
  • MDL No. MFCD00004493
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₀O₃
  • Molecular Weight 166.17
  • Synonym(s) (±)-Mandelic acid methyl ester; (±)-Methyl mandelate; Methyl α-hydroxyphenylacetate; Methyl DL-mandelate
  • SMILES O=C(OC)C(O)C1=CC=CC=C1

Description

Methyl DL-mandelate is a stable, bench-ready ester derivative of mandelic acid, offering enhanced solubility and reactivity in synthetic transformations. This chiral building block integrates readily into pharmaceutical intermediates and asymmetric synthesis workflows, providing a robust handle for downstream functionalization under standard conditions.

Application

Methyl DL-mandelate serves as a stable, bench-ready chiral building block for asymmetric synthesis. It functions as a precursor in the construction of phenylalanine derivatives and other biologically relevant scaffolds, offering reliable enantioselective transformations under standard reaction conditions. The ester group enables straightforward derivatization, while the carboxylic acid functionality supports orthogonal functionalization—ideal for medicinal chemistry and process development workflows.

Synthesis

  • Route1

    References

    • Naya, Shin-Ichi; Nishimura, Junya; Nitta, Makoto Journal of Organic Chemistry, 2005 , vol. 70, # 24 p. 9780 - 9788
  • Route2
    • null|null
      124-38-9
    • null|null
      53172-92-2
    • null|null
      18107-18-1
    • ~89%
    • In-stock
      Methyl DL-mandelate|CS-0016959
      4358-87-6

    References

    • Mita, Tsuyoshi; Higuchi, Yuki; Sato, Yoshihiro Organic Letters, 2014 , vol. 16, # 1 p. 14 - 17
  • Route3
    • null|null
      67-56-1
    • (R)-2-Hydroxy-2-phenylacetic acid  Pregabalin Impurity|CS-0167074
      611-71-2
    • ~99%
    • In-stock
      Methyl DL-mandelate|CS-0016959
      4358-87-6

    References

    • Jaoui; Kleindienst; Lewandowski; Edney Analytical Chemistry, 2004 , vol. 76, # 16 p. 4765 - 4778

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

Quality Control

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Computational Chemistry Data

  • TPSA   46.53
  • LogP   0.893
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   2

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