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Updated: Dec 20, 2025

Enzymatic Cascade Reactions for the Synthesis of Chiral Amino Alcohols from L-lysine
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A novel method for preparing Eligulstat through chiral resolution.

Jianxun Du1, Weiming Chu1, Mengmeng Zhang1

  • 1Department of New Drug Research and Development, Institute of Materia Medica, Peking Union Medical College & Chinese Academy of Medical Sciences, 100050 Beijing, China.

Bioorganic & Medicinal Chemistry Letters
|May 29, 2020
PubMed
Summary

Eliglustat, an oral therapy for Gaucher disease type 1, can be effectively prepared using a novel chiral resolution method. This approach yields optically pure eliglustat suitable for large-scale production.

Keywords:
Chiral resolutionEligustatGaucher diseaseRare disease

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Area of Science:

  • Medicinal Chemistry
  • Organic Synthesis
  • Pharmacology

Background:

  • Eliglustat is a key oral therapy for Gaucher disease type 1.
  • Current asymmetric synthesis methods for eliglustat have industrial limitations.
  • Large-scale production requires efficient and practical synthetic strategies.

Purpose of the Study:

  • To develop an effective and practical synthetic route for eliglustat.
  • To establish a novel chiral resolution method for obtaining optically pure eliglustat.
  • To adapt the synthesis for potential large-scale industrial application.

Main Methods:

  • Developed a synthetic route to prepare a stereoisomers mixture of eliglustat.
  • Employed 1,1'-Binaphthyl-2,2'-diyl-hydrogenphosphate (BNDHP) as a chiral resolution reagent.
  • Utilized recrystallization for the separation and purification of eliglustat enantiomers.

Main Results:

  • Successfully synthesized a mixture of eliglustat stereoisomers.
  • Achieved efficient chiral resolution of eliglustat using BNDHP.
  • Obtained optically pure eliglustat with >99% enantiomeric excess (e.e.).
  • Reported a total yield of 13.97% for the optically pure eliglustat.

Conclusions:

  • The developed synthetic and resolution method is effective for producing eliglustat.
  • This approach offers a viable alternative for large-scale eliglustat preparation.
  • The use of BNDHP provides a practical means to obtain high-purity eliglustat.