HPLC of Formula: 313342-24-4. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: N-((1S,2S)-2-Amino-1,2-diphenylethyl)-2,3,4,5,6-pentafluorobenzenesulfonamide, is researched, Molecular C20H15F5N2O2S, CAS is 313342-24-4, about Reaction Development and Mechanistic Study of a Ruthenium Catalyzed Intramolecular Asymmetric Reductive Amination en Route to the Dual Orexin Inhibitor Suvorexant (MK-4305). Author is Strotman, Neil A.; Baxter, Carl A.; Brands, Karel M. J.; Cleator, Ed; Krska, Shane W.; Reamer, Robert A.; Wallace, Debra J.; Wright, Timothy J..
The 1st example of an intramol. asym. reductive amination of a dialkyl ketone with an aliphatic amine was developed for the synthesis of Suvorexant (MK-4305), a potent dual Orexin antagonist under development for the treatment of sleep disorders. This challenging transformation is mediated by a novel Ru-based transfer hydrogenation catalyst that provides the desired diazepane ring in 97% yield and 94.5% ee. Mechanistic studies revealed that CO2, produced as a necessary byproduct of this transfer hydrogenation reaction, has pronounced effects on the efficiency of the Ru catalyst, the form of the amine product, and the kinetics of the transformation. A simple kinetic model explains how product inhibition by CO2 leads to overall 1st-order kinetics, but yields an apparent zero-order dependence on initial substrate concentration The deleterious effects of CO2 on reaction rates and product isolation can be overcome by purging CO2 from the system. The transfer hydrogenation of acetophenone with this same catalyst system was examined The rate of ketone hydrogenation was greatly accelerated by purging of CO2 or trapping with nucleophilic secondary amines.
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Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem