Oxadiazole compounds and their application in the preparation of drugs for preventing and/or treating type 2 diabetes
A technology of type 2 diabetes and oxadiazoles, which is applied in the field of oxadiazole compounds and their application in the preparation of drugs for the prevention and/or treatment of type 2 diabetes, and can solve the problems of low cell permeability and bioavailability, Problems such as high hydrophilicity and electronegativity
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Embodiment 1
[0019] Example 1: Synthesis and structural identification of 4-(5-(benzylthio)-1,3,4-oxadiazole-2-substituted)benzene-1,2-hydroxyl
[0020]
[0021] 15.4 g (0.1 mol) of 3,4-dihydroxybenzoic acid and 200 mL of absolute ethanol were added to a 500 mL flask, and 5 mL of 98% concentrated sulfuric acid was slowly added dropwise with constant stirring. The mixture was heated to reflux, the reaction was followed by TLC, 80% of the volume of the solvent was evaporated under reduced pressure, diluted with 30 mL of ethyl acetate and 25 mL of water, the aqueous layer was extracted with 300 mL of ethyl acetate, the organic layers were combined, and saturated NaHCO was added. 3 Aqueous solution, washed with saturated brine, anhydrous Na 2 SO 4 Dry, filter, and remove the solution under reduced pressure to obtain 15.8 g of ethyl 3,4-dihydroxybenzoate with a yield of 86.8%.
[0022] Take 15.8g of the solid ethyl 3,4-dihydroxybenzoate from the previous step, add it to 100mL of absolute e...
Embodiment 2
[0030] Example 2: Synthesis and Structural Identification of p-Tolyl-2-((5-(3,4-Dihydroxyphenyl)-1,3,4-oxadiazole-2-substituted)mercapto)acetate
[0031]
[0032] 15.4 g (0.1 mol) of 3,4-dihydroxybenzoic acid and 200 mL of absolute ethanol were added to a 500 mL flask, and 5 mL of 98% concentrated sulfuric acid was slowly added dropwise with constant stirring. The mixture was heated to reflux, the reaction was followed by TLC, 80% of the solvent was evaporated under reduced pressure, diluted with 30 mL of ethyl acetate and 25 mL of water, the aqueous layer was extracted with ethyl acetate, the organic layers were combined and washed with saturated NaHCO 3 Aqueous solution, washed with saturated brine, anhydrous Na 2 SO 4 Dry, filter, and remove the solution under reduced pressure to obtain 15.8 g of ethyl 3,4-dihydroxybenzoate with a yield of 86.8%.
[0033]Take 15.8g of the solid ethyl 3,4-dihydroxybenzoate from the previous step, add it to 100mL of absolute ethanol, hea...
Embodiment 3
[0041] Example 3: Synthesis and structure of 3-ethoxybenzene 2-((5-(3,4-dihydroxyphenyl)-1,3,4-oxadiazole-2-substituted)mercapto)acetate identification
[0042]
[0043] 15.4 g (0.1 mol) of 3,4-dihydroxybenzoic acid and 200 mL of absolute ethanol were added to a 500 mL flask, and 5 mL of 98% concentrated sulfuric acid was slowly added dropwise with constant stirring. The mixture was heated to reflux, the reaction was followed by TLC, 80% of the solvent was evaporated under reduced pressure, diluted with 30 mL of ethyl acetate and 25 mL of water, the aqueous layer was extracted with 300 mL of ethyl acetate, the organic layers were combined and washed with saturated NaHCO 3 Aqueous solution, washed with saturated brine, anhydrous Na 2 SO 4 Dry, filter, and remove the solution under reduced pressure to obtain 15.8 g of ethyl 3,4-dihydroxybenzoate with a yield of 86.8%.
[0044] Take 15.8g of the solid ethyl 3,4-dihydroxybenzoate from the previous step, add it to 100mL of ab...
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