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Methyl (R)-2-hydroxy-3-methylbutanoate

  • CAS No. 90244-32-9

  • Cat. No. CS-0160105
  • Molecule weight132.16
  • Purity≥97%
  • MDL No.MFCD12964323

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

Methyl (R)-2-hydroxy-3-methylbutanoate|CS-0160105

Structure of 90244-32-9

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General Information

  • CAS No. 90244-32-9
  • Cat. No. CS-0160105
  • Purity ≥97%
  • MDL No. MFCD12964323
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₁₂O₃
  • Molecular Weight 132.16
  • Synonym(s) (R)-Methyl 2-hydroxy-3-methylbutanoate
  • SMILES CC(C)[C@@H](O)C(OC)=O

Description

Methyl (R)-2-hydroxy-3-methylbutanoate is a chiral ester featuring a hydroxyl group adjacent to a branched alkyl chain, enabling selective functionalization in asymmetric synthesis. This bench-stable, moisture-tolerant reagent integrates readily into complex molecule assembly workflows.

Application

Methyl (R)-2-hydroxy-3-methylbutanoate serves as a chiral building block for synthesizing bioactive molecules and pharmaceutical intermediates. Its hydroxyl and ester functionalities enable selective derivatization, while the stereogenic center supports enantioselective transformations. The compound exhibits bench stability and facilitates purification via standard chromatographic methods, making it well-suited for iterative synthesis in medicinal chemistry and process development workflows.

Synthesis

  • Route1

    References

    • Mashima, Kazushi; Kusano, Koh-hei; Sato, Naomasa; Matsumura, Yoh-ichi; Nozaki, Kyoko; et al. Journal of Organic Chemistry, 1994 , vol. 59, # 11 p. 3064 - 3076
  • Route2
    • null|null
      67-56-1
    • In-stock
      (R)-2-Hydroxy-3-methylbutanoic acid|CS-B0167
      17407-56-6
    • null|null
      18107-18-1
    • ~30%
    • In-stock
      Methyl (R)-2-hydroxy-3-methylbutanoate|CS-0160105
      90244-32-9

    References

    • Martinborough, Esther; Fanning, Lev T.D.; Sheth, Urvi; Wilson, Dean; Termin, Andreas; Neubert, Timothy; Zimmermann, Nicole; Knoll, Tara; Whitney, Tara; Kawatkar, Arati; Lehsten, Danielle; Stamos, Dean; Zhou, Jinglan; Arumugam, Vijayalaksmi; Gutierrez, Corey Patent: US2008/27067 A1, 2008 ; Location in patent: Page/Page column 285 ;
  • Route3
    • Methyl 3-methyl-2-oxobutanoate|CS-0465424
      3952-67-8
    • ~%
    • In-stock
      Methyl (R)-2-hydroxy-3-methylbutanoate|CS-0160105
      90244-32-9

    References

    • Nakamura, Kaoru; Yoneda, Tetsuo; Miyai, Takehiko; Ushio, Kazutoshi; Oka, Shinzaburo; Ohno, Atsuyoshi Tetrahedron Letters, 1988 , vol. 29, # 20 p. 2453 - 2454

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-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   46.53
  • LogP   0.1763
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   2

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