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CS-W001157 4
Total: USD 88.00

(S)-Methyl 2,3-dihydroxypropanoate

  • CAS No. 10303-88-5

  • Cat. No. CS-W000794
  • Purity≥96%
  • MDL No.MFCD14636488

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

(S)-Methyl 2,3-dihydroxypropanoate|CS-W000794

Structure of 10303-88-5

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General Information

  • CAS No. 10303-88-5
  • Cat. No. CS-W000794
  • Purity ≥96%
  • MDL No. MFCD14636488
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₈O₄
  • Molecular Weight 120.10
  • Synonym(s) Methyl L-(+)-glycerate
  • SMILES COC(=O)[C@@H](O)CO

Description

(S)-Methyl 2,3-dihydroxypropanoate is a chiral diol ester featuring adjacent hydroxyl groups on a prochiral carbon backbone. This bench-stable derivative serves as a key building block in carbohydrate chemistry and asymmetric synthesis, where its defined stereochemistry enables selective transformations. The methyl ester moiety enhances solubility and stability under standard conditions, facilitating integration into complex synthetic sequences.

Application

(S)-Methyl 2,3-dihydroxypropanoate serves as a key chiral building block for the synthesis of bioactive molecules and natural product analogs. Its well-defined stereochemistry and two adjacent hydroxyl groups enable selective derivatization in glycosylation and phosphorylation reactions. The compound exhibits excellent bench stability, ease of purification, and compatibility with standard protecting group strategies, making it a reliable reagent in carbohydrate chemistry and medicinal intermediate development.

Synthesis

  • Route1

    References

    • Bhatia, Suresh K.; Hajdu, Joseph Journal of Organic Chemistry, 1988 , vol. 53, # 21 p. 5034 - 5039
  • Route2
    • null|null
      4538-50-5
    • ~0%
    • In-stock
      (R)-Methyl 2,3-dihydroxypropanoate|CS-W023221
      18289-89-9
    • In-stock
      (S)-Methyl 2,3-dihydroxypropanoate|CS-W000794
      10303-88-5
    • null|null
      4538-50-5

    References

    • Schaus, Scott E.; Brandes, Bridget D.; Larrow, Jay F.; Tokunaga, Makoto; Hansen, Karl B.; Gould, Alexandra E.; Furrow, Michael E.; Jacobsen, Eric N. Journal of the American Chemical Society, 2002 , vol. 124, # 7 p. 1307 - 1315
  • Route3
    • null|null
      4538-50-5
    • ~0%
    • In-stock
      (S)-Methyl 2,3-dihydroxypropanoate|CS-W000794
      10303-88-5
    • null|null
      4538-50-5

    References

    • Schaus, Scott E.; Brandes, Bridget D.; Larrow, Jay F.; Tokunaga, Makoto; Hansen, Karl B.; Gould, Alexandra E.; Furrow, Michael E.; Jacobsen, Eric N. Journal of the American Chemical Society, 2002 , vol. 124, # 7 p. 1307 - 1315

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P260-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   66.76
  • LogP   -1.4874
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   2

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