2-nitro-benzoyl-imino-acenaphthylene derivative compound and use thereof

Abstract

The invention relates to a dinitrobenzene formacyl imdo group acenaphthene derivatization compound that has the structure of general expression (I). And R1 represents hydrogen, C1-C3 is alkyl, R2 is alkylidene group, alkenyl, and R3 expresses one-hydrogen or two-hydrogen. After taking acylation reaction of arene, alpha-H replacing reaction of ketone, and reduction amination of ketone carbonyl, and acylation reaction of amine acyl halide, the product would be gained. The invention also relates to the single antipode of the compound, including chiral reagent or chiral additive. It could be usedas chiral reagent in film method and chiral stationary phase or chiral mobile phase.

Description

technical field The invention belongs to the technical field of acenaphthene derivative compounds and their uses, and specifically relates to a new dinitrobenzoyl imino acenaphthene derivative compound and the use of the compound. Background technique With the further development of life science and medicine, people have gradually discovered that the chiral enantiomers of drugs are quite different in terms of pharmacology, toxicology and clinical efficacy, such as non-steroidal enantiomers, one of the most widely used drugs at present. The anti-inflammatory drug naproxen, its S (left-handed) monochiral substance is 28 times stronger than the R (dextral) monochiral substance. Since most of the new drugs in this century will be chiral drugs, the splitting of chiral enantiomer drugs is not only necessary for the analysis of their purity, but also for the preparation of chiral drugs in the laboratory for pharmacological, toxicological and clinical research. Industrial productio...

AI Technical Summary

Problems solved by technology

The main researcher of the present invention once designed and synthesized the π-basic amide class brush type chiral stationary phase SH-lCSP (ZL02133368.8), see the following formula, but its resolution results show that this CSP is effective for most of the tested drugs The resolution effect of molecules containing basic aromatic groups is not good

The reason is that, in the interaction force between the drug molecule and CSP, the π-π electron interaction between the aromatic rings is still a necessary condition for the selective separation of enantiomers, and the test drug molecule cannot form an effective reaction with CSP. The π-π effect of , resulting in the inability to be split

The second is that the spatial structure around the chiral carbon atom on the SH-l CSP is not good enough, and the drug is easily adsorbed to the CSP from multiple spatial positions, resulting in the inability to be split

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