Abstract
The Hantzsch synthesis has been used for the preparation of the 1,4-Dihydropyridines compounds with different pharmacophore groups. The use of a designed glycosylated compound in Hantzsch synthesis would lead to a novel Dihydropyridines C-Glycosylated compound. We used the 6-methoxy-2, 2-dimethyltetrahydrofuro [3, 4-d] [1, 3] dioxole-4-carbaldehyde as a glycosylated-based aldehydes. The 4-(3,4-Dihydroxy-5-methoxy-tetrahydro-furan-2-yl)-2,6-dimethyl-1,4-dihydro-pyridine-3,5-dicarboxy-lic acid 3-ethyl ester 5-methyl ester was synthesized. The structure of compounds was determined by NMR spectroscopy, FTIR and mass spectroscopy methods. We synthesized this 1,4-Dihydropyridines compound by ionic liquid under ultrasound irradiation as a green chemistry synthesis.
Highlights
The Hantzsch synthesis has been used for the preparation of the 1,4-Dihydropyridines compounds with different pharmacophore groups
1,4-DHPs are synthesized by Hantzsch method which involves cyclo condensation of an aldehyde, β-diketone and ammonia in acetic acid which leads to derivatives of dihydropyridines
The original Hantzsch synthesis is usually completed via one-pot thermal cyclocondensation of the reaction of a β-diketone with an aldehyde and ammonia in acetic acid which leads to dihyropyridine derivatives (Scheme 1)
Summary
How to cite this paper: Sedaghat, S. and Madjdpour, S. (2018) A Novel Dihydropyridines C-Glycosylated Compound by Hantzsch Cyclo-Condensation. Open Journal of Synthesis Theory and Applications, 7, 17-29.
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