Commercial Scale Process of Galanthamine Hydrobromide Involving Luche Reduction: Galanthamine Process Involving Regioselective 1,2-Reduction of α,β-Unsaturated Ketone

2013/01/17 by Ganala Naga Trinadhachari, A. G. KAMAT, K. Joseph Prabahar +4 · 1 citation
Chemistry · Medicine · Pharmacology, Toxicology and Pharmaceutics · #Chemical synthesis and alkaloids #Cholinesterase and Neurodegenerative Diseases #Alkaloids: synthesis and pharmacology

paper · doi:10.1021/op300337y

openalex publication_date 2013/01/17 · openalex created_date 2025/10/10 · openalex updated_date 2026/06/16

Abstract

Effect of lanthanide chloride in the Luche regioselective 1,2-reduction of 1-bromo-11-formyl-nornarwedine ( 5 ) was studied. Thus, 1-bromo-11-formyl-nornarwedine ( 5 ) is reduced with sodium borohydride in the presence of lanthanide chloride to yield 1-bromo-11-formyl-galanthamine isomers ( 6 ), which is a key intermediate for the commercial production of highly pure galanthamine hydrobromide ( 1 ), a modern drug against Alzheimer’s disease.

Citations

• Development of a Pilot Scale Process for the Anti-Alzheimer Drug (−)-Galanthamine Using Large-Scale Phenolic Oxidative Coupling and Crystallisation-Induced Chiral Conversion
• Divergent Enantioselective Synthesis of (−)-Galanthamine and (−)-Morphine
• Asymmetric Transformation of Either Enantiomer of Narwedine via Total Spontaneous Resolution Process, a Concise Solution to the Synthesis of (-)-Galanthamine

Cited by

• Lanthanide [wikipedia]

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