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CS-W001157 4
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Methyl (S)-2-hydroxybutanoate

  • CAS No. 73349-08-3

  • Cat. No. CS-0138542
  • Purity≥98%
  • MDL No.MFCD08460608

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

Methyl (S)-2-hydroxybutanoate|CS-0138542

Structure of 73349-08-3

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General Information

  • CAS No. 73349-08-3
  • Cat. No. CS-0138542
  • Purity ≥98%
  • MDL No. MFCD08460608
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₁₀O₃
  • Molecular Weight 118.13
  • Synonym(s) (S)-Methyl 2-hydroxybutanoate
  • SMILES CC[C@H](O)C(OC)=O

Description

Methyl (S)-2-hydroxybutanoate is a chiral ester featuring a stereodefined hydroxyl group at the C2 position, enabling precise incorporation into asymmetric synthesis. This bench-stable reagent integrates readily into complex molecule assembly, particularly in pharmaceutical and natural product derivatization workflows.

Application

Methyl (S)-2-hydroxybutanoate serves as a chiral building block for the synthesis of bioactive molecules and pharmaceutical intermediates. Its stereogenic center enables enantioselective transformations, while the ester and hydroxyl functionalities offer orthogonal reactivity for selective derivatization. The compound exhibits good bench stability and facilitates efficient purification, making it well-suited for iterative synthetic sequences in medicinal chemistry and process development.

Synthesis

  • Route1
    • null|null
      67-56-1
    • In-stock
      (S)-2-Hydroxybutanoic acid|CS-W019285
      3347-90-8
    • ~58%
    • In-stock
      Methyl (S)-2-hydroxybutanoate|CS-0138542
      73349-08-3

    References

    • Perez, Lark J.; Ng, Wai-Leung; Marano, Paul; Brook, Karolina; Bassler, Bonnie L.; Semmelhack, Martin F. Journal of Medicinal Chemistry, 2012 , vol. 55, # 22 p. 9669 - 9681
  • Route2
    • null|null
      186581-53-3
    • In-stock
      (S)-2-Hydroxybutanoic acid|CS-W019285
      3347-90-8
    • ~%
    • In-stock
      Methyl (S)-2-hydroxybutanoate|CS-0138542
      73349-08-3

    References

    • Akiyama, Takahiko; Shimizu, Makoto; Mukaiyama, Teruaki Chemistry Letters, 1984 , p. 611 - 614 Title/Abstract Show Details Ferorelli; Loiodice; Tortorella; Amoroso; Bettoni; Conte- Camerino; De Luca Farmaco, 1997 , vol. 52, # 6-7 p. 367 - 374
  • Route3
    • null|null
      67-56-1
    • null|null
      1334227-60-9
    • ~62%
    • In-stock
      Methyl (S)-2-hydroxybutanoate|CS-0138542
      73349-08-3

    References

    • Rioz-Martinez, Ana; Cuetos, Anibal; Rodriguez, Cristina; De Gonzalo, Gonzalo; Lavandera, Ivan; Fraaije, Marco W.; Gotor, Vicente Angewandte Chemie - International Edition, 2011 , vol. 50, # 36 p. 8387 - 8390

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H227-H302
Precautionary Statements : P210-P264-P270-P280-P330-P370+P378-P403-P501

Quality Control

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Computational Chemistry Data

  • TPSA   46.53
  • LogP   -0.0697
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   2

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