Duloxetine chiral separation
Science CollegeGujarat, India. Log in via your institution Shibboleth OpenAthens. One modern-day method of chiral resolution is used in the organic synthesis of the drug duloxetine: Abstract The enantiomeric separation of the antidepressant drug duloxetine was investigated by CE using 15 neutral CDs as chiral selectors. In the meanwhile the R -alcohol remains in solution unaffected and is recycled back to the racemic mixture by epimerization with hydrochloric acid in toluene.
Another form of direct crystallization is preferential crystallization also called resolution by entrainment of one of the enantiomers. In he went on to demonstrate that by seeding a supersaturated solution of sodium ammonium tartrate with a d-crystal on one side of the reactor and a l-crystal on the opposite side, crystals of opposite handedness will form on the opposite sides of the reactor.
Stereoisomer Enantiomer Diastereomer meso compound racemic mixture Enantiomeric excess ee Diastereomeric excess de. Other terms with the same meaning are optical resolution and mechanical resolution. The percentage recovery of the R -enantiomer ranged between From Wikipedia, the free encyclopedia. Although the elucidation of the structure of the enantiomer-CD complexes was not possible, their averaged stoichiometry was studied and their apparent and averaged equilibrium constants were calculated.
This type of resolution, called spontaneous resolutionhas also been demonstrated with racemic methadone. Simple deprotonation affords the pure enantiomer.
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NMR and MS experiments were performed in order to justify this behavior. Issue Purchase 30 days access for USD Recrystallization Kinetic resolution Chiral column chromatography Diastereomeric recrystallization. Critical Reviews in Analytical Chemistry.
The enantiomers of duloxetine were resolved on a Chiralpak AD-H amylose based stationary phase column using a mobile phase consisting of n-hexane-ethanol-diethyl amine The proposed method was found to be suitable and accurate for quantitative determination of R -enantiomer in bulk drug substance. Generate a file for use with external citation management software.