(R)-4-Chloro-3-hydroxybutanoic acid ethyl ester

2025年1月3日
产品资讯

(R)-4-Chloro-3-hydroxybutanoic acid ethyl ester

(R)-4-Chloro-3-hydroxybutanoic acid ethyl ester is an organic compound with the following structure:

  • Molecular Formula: C₆H₁₁ClO₃
  • Structure:
     Cl
      |
  HO—C*—CH₂—COOEt
      |
     H
  • The asterisk (*) denotes the chiral center with the (R)-configuration.
  • Ethyl ester group: COOEt (where Et = ethyl, C₂H₅).

Key Features:

  1. Chirality: The molecule has a chiral center at the 3rd carbon (C3), which is attached to a hydroxyl group (–OH), a chlorine atom (–Cl), a hydrogen atom (–H), and a –CH₂COOEt group.
  2. Functional Groups:
  • Ester: –COOEt (ethyl ester of butanoic acid).
  • Hydroxyl group: –OH (at C3).
  • Chlorine atom: –Cl (at C4).
  1. Stereochemistry: The (R)-configuration indicates the spatial arrangement of the substituents around the chiral center follows the Cahn-Ingold-Prelog priority rules.

Synthesis:

This compound can be synthesized through asymmetric reduction or enzymatic resolution of the corresponding keto ester (4-chloro-3-oxobutanoic acid ethyl ester) to introduce the chiral center.

Applications:

  • It is often used as an intermediate in organic synthesis, particularly in the preparation of pharmaceuticals or fine chemicals.
  • The chiral center makes it valuable for asymmetric synthesis.

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