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CS-W001157 4
Total: USD 88.00

(S)-2-Methoxypropanoic acid

  • CAS No. 23953-00-6

  • Cat. No. CS-D0537
  • Purity≥98%
  • MDL No.MFCD01632589

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

(S)-2-Methoxypropanoic acid|CS-D0537

Structure of 23953-00-6

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General Information

  • CAS No. 23953-00-6
  • Cat. No. CS-D0537
  • Purity ≥98%
  • MDL No. MFCD01632589
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₈O₃
  • Molecular Weight 104.10
  • Synonym(s) (S)-(-)-2-Methoxypropionic Acid
  • SMILES C[C@H](OC)C(O)=O

Description

(S)-2-Methoxypropanoic acid is a chiral, bench-stable alpha-hydroxy acid featuring a methoxy group at the beta position. This configuration imparts distinct stereochemical control in asymmetric synthesis, enabling selective coupling reactions and serving as a building block for bioactive molecules.

Application

(S)-2-Methoxypropanoic acid serves as a valuable chiral building block in synthetic organic chemistry, enabling stereoselective transformations through its well-defined α-stereocenter. The molecule exhibits excellent bench stability and functions as a versatile precursor for pharmaceutical intermediates, particularly in the synthesis of β-amino acid derivatives and bioactive heterocycles. Its methoxy group provides favorable electronic modulation and enhances solubility in common organic solvents, facilitating efficient purification and scalability in industrial processes.

Synthesis

  • Route1
    • (2S)-2-Methoxypropanoic acid ethyl ester|CS-0098051
      41918-08-5
    • ~99%
    • In-stock
      (S)-2-Methoxypropanoic acid|CS-D0537
      23953-00-6

    References

    • Barrett, Anthony G. M.; Braddock, D. Christopher; Christian, Paul W. N.; Pilipauskas, Daniel; White, Andrew J. P.; Williams, David J. Journal of Organic Chemistry, 1998 , vol. 63, # 17 p. 5818 - 5823
  • Route2
    • (S)-Methyl 2-methoxypropanoate|CS-0541735
      54656-65-4
    • ~80%
    • In-stock
      (S)-2-Methoxypropanoic acid|CS-D0537
      23953-00-6

    References

    • Schreivogel, Alina; Dawin, Ute; Baro, Angelika; Giesselmannb, Frank; Laschat, Sabine Journal of Physical Organic Chemistry, 2009 , vol. 22, # 5 p. 484 - 494
  • Route3
    • null|null
      124-41-4
    • null|null
      598-72-1
    • ~%
    • In-stock
      (S)-2-Methoxypropanoic acid|CS-D0537
      23953-00-6

    References

    • Tetrahedron, , vol. 25, # 11 p. 2313 - 2323

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   0.1059
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   2

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