Synthesis and Structural Pattern Recognition of 5-(2'-Alkoxycarbonyl-substituted phenoxy)furfural Derivatives

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The ethyl 5-(2′-alkoxycarbonyl-substituted phenoxy)furan-2-carboxylates (1C—13C) showed good anti-platelet aggregation,1) anti-allergic2) and anti-inflammatory activities.2) A series of 5-(2′-alkoxycarbonyl-substituted phenoxy)furfurals (1F—13F) were prepared for comparing the above activities. The objectives of this research are the synthesis and structural pattern recognition of compounds 1F—13F. The Silica Gel 60 column chromatography method was employed to separate and purify pure compounds 1F—13F by three solvent systems. For the structure elucidation of compounds 1F—13F, four spectroscopic methods were used: electron impact mass (EI-MS), UV–VIS, IR and NMR spectrometers. With the help of spectrometers, investigations can be performed on spectroscopic data. A simple methodology for recognizing structural patterns was carried out with the aid of statistical analysis designed to establish the classification model of the structural skeleton in this research. It was found that compounds 1C—13C and 1F—13F have similar chemical profiles and are clustered into one group. The pattern plots revealed valuable information and showed good correlation between compounds 1C—13C and 1F—13F. These findings correlate directly with the resulting spectroscopic data. These results with those obtained by EI-MS and NMR patterns give insight into a reliable pattern recognition for determining both 1C—13C and 1F—13F skeletons.

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