The New Synthesis Of Pyridine Derivatives

Dihydropyridines are very important compounds. It has not only good biological activity, but also used as a precursor of the synthetic derivatives. Synthetic method and derivatives preparation of dihydropyridines have been studied in this dissertation. The experimental study was divided into two parts:In the first chapter, the chiral1,4-dihydropyridines were designed to mimetic the function of NADH. The natural aldose or amino acids were used as starting material to explore the synthesis of chiral1,4-dihydropyridines by Hantzsch’s reaction. The result showed that when aldoses or amino acids involved in the reaction the products are very complexes. In order to reduce the polarity of amino acid, twelve methyl esters of amino acid were successful prepared. The amino acids or its methyl ester were used as starting materials to synthesize chiral1,4-dihydropyridine. The results showed that some starting materials produced deamination product,4-substitute-2,6-dimethy-3,5-diethoxycarbonyl-1,4-dihydropyridine、some produced ketene product,3-substitute acetylacetic ether, or3-substitute-2,4-diacetyl-1,5-diethyl glutarate.In the second chapter, the indeno-pyridine was designed and synthesized using1,4-dihydropyridine as a starting material. It was evidenced that target compound was produced by MS. Biacyl compound was also produced from evidence of the MS data. More work was needed to purify and characterize the products.6-7-6tricycle compound was also designed and the synthesis was explored from1,4-dihydropyridine. The several synthetic steps went smoothly. But the last step aldol condensation was unsuccessful which implied that formal and acyl group might locate in opposite side of diphenyl structure.