(S)-()-3-Hydroxybutanoic acid methyl ester

(S)-()-3-Hydroxybutanoic acid methyl ester

(S)-(+)-3-Hydroxybutanoic acid methyl ester is a chiral ester derived from 3-hydroxybutanoic acid, where the hydroxyl group is in the (S)-configuration at the 3rd carbon. It is commonly used in organic synthesis and as a chiral building block for pharmaceuticals and fine chemicals.

Key Features:

  • Chemical Formula: C₅H₁₀O₃
  • Molecular Weight: 118.13 g/mol
  • Structure:
    Structure
    The (S)-configuration indicates that the hydroxyl group (-OH) at the 3rd carbon is oriented in a specific spatial arrangement.

Applications:

  1. Chiral Synthesis: Used as a starting material or intermediate in asymmetric synthesis.
  2. Pharmaceuticals: Acts as a precursor for drugs or bioactive molecules.
  3. Flavor and Fragrance Industry: May be used in the synthesis of chiral flavor compounds.

Properties:

  • Boiling Point: ~180-185°C (may vary slightly depending on purity).
  • Optical Rotation: Exhibits a positive optical rotation due to its (S)-configuration.
  • Solubility: Soluble in organic solvents like ethanol, methanol, and ethyl acetate.

Synthesis:

It can be synthesized via esterification of (S)-3-hydroxybutanoic acid with methanol in the presence of an acid catalyst (e.g., sulfuric acid).

Safety:

  • Handle with care in a well-ventilated area.
  • Use appropriate personal protective equipment (PPE) such as gloves and goggles.

If you need further details or specific reactions involving this compound, feel free to ask!

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