Development Of A New Type Of Glycosides

Sugar esters and glycosides are a very important kind of latent aroma substances in tobacco, which have important effects on tobacco smoking and sensory. The tobacco industry has rise the wind vane of reducing tar, reducing the amount of tobacco in cigarettes for protecting the health and keeping the original flavor, which has be added to the tobacco in the important cause of sugar esters, glycosides, glycosides.In this paper, we investigate the aroma substances in tobacco, and optimize the synthesis method by using D-sucrose ester, D-grape, and D-glucose by the modified D-glucose. The product was analyzed with nuclear magnetic resonance, and the product was sent to the evaluation experts, so as to pick out the material which can be used to make a great contribution to the cigarette aroma, for the further research and exploration.In D glucopyranosyl ester synthesis, this paper try to sugar and chloride in pyridine in direct response and first with protecting group several sugar hydroxyl protection, first partially acylated take protection acylation, which sugar and chloride in pyridine direct reaction yield and purity are higher than that of the latter, isobutyl D-glucopyranose, for example, and the yield can reach 97.0%. By using this method were prepared 7 D-pyran glucose ester, the yield is between 86%-97.0%. Through these two kinds of detection methods of 1H NMR and LC-MS, the structure identification of latent fragrant substances obtained. After analysis, D-glucopyranose isobutyl and D-glucopyranose isoamyl ester in tobacco flavoring coordination is good, the former sweet, flue gas with fine soft lingering, the latter can alcohol and smoke flavor and the flue gas is more transparent.Sucrose ester synthesis and reference of D-glucopyranose ester preparation method, also prepared 7 sucrose ester, the yield is 80.0%%-93.0. By means of 1H NMR and LC-MS two kinds of detection methods, the structure of the latent fragrant substance was identified. By analysis, sucrose 3-methyl pentanoic acid ester and sucrose phenethyl in tobacco flavoring is coordination. The former mainly to enhance concentration of flue gas, wood and gas mask, which can enhance the sense of sweet.D-glucose polyester synthesis, select the isopropylidene protecting group, synthesis of glucose binary ester, the ISO butyryl chloride, isoamyl chloride and 3-methyl pentanoic acid rate cross corresponding synthetic glucose ester of two, the yield was 83.5%-86.7%.Glucoside synthesis, we tried the Koenigs Knorr method, selection of Ag2CO3 catalyst and Lewis acid BF3-oet2 to participate in the reaction method, and the yield of the latter is better than the former have greatly improved, five corresponding glucosides were synthesized. Structure identification right. The benzene ethyl-D-glucopyranoside perfuming comments have flowers, honey aroma, to increase the sense of sweet and coordination is better.Total synthesis of sugar esters and glycosides 25 kinds of substances, there are 18 kinds of new substances, there are 8 kinds of aroma in the process of evaluation, there is the value of further industrialization.