《Development of a Large-Scale Synthetic Route to Manufacture (-)-Huperzine A》 was written by Tudhope, Stephen R.; Bellamy, Julie A.; Ball, Anthony; Rajasekar, Dewakar; Azadi-Ardakani, Manouchehr; Meera, Harihara Subramanian; Gnanadeepam, Jesudoss Mercy; Saiganesh, Ramanathan; Gibson, Frank; He, Linli; Behrens, Carl H.; Underiner, Gail; Marfurt, Judith; Favre, Nathalie. Synthetic Route of C43H63FeNP2 And the article was included in Organic Process Research & Development on April 20 ,2012. The article conveys some information:
A safe, practical and scalable process for manufacture of (-)-huperzine A has been developed and scaled up to manufacture several hundred grams of (-)-huperzine A with chem. and optical purity of >99%. The process consists of 11 chem. stages starting from com. available materials with only nine isolation steps and no chromatog. purification This process provides a reliable and cost-effective source of synthetic (-)-huperzine A and its derivatives for pharmaceutical and nutraceutical markets. A hazard evaluation assessment indicated that the safety margin for DPPA thermal decomposition onset is sufficient for conducting reaction at intended scale. In the experiment, the researchers used (1S)-1-(Dicyclohexylphosphino)-2-[(R)-[2-(dicyclohexylphosphino)phenyl](dimethylamino)methyl]ferrocene(cas: 1156547-61-3Synthetic Route of C43H63FeNP2)
(1S)-1-(Dicyclohexylphosphino)-2-[(R)-[2-(dicyclohexylphosphino)phenyl](dimethylamino)methyl]ferrocene(cas: 1156547-61-3) belongs to chiral phosphine ligands. Nucleophilic phosphine catalysis often involves the formation of Lewis adducts, namely phosphonium (di)enolate zwitterions, as reaction intermediates. These intermediates are formed through nucleophilic attack of the phosphine catalysts at electron-poor nuclei (normally carbon atoms) and then proceed through several steps to form new chemical bonds. Synthetic Route of C43H63FeNP2
Referemce:
Phosphine ligand,
Chiral phosphines in nucleophilic organocatalysis