%0 Journal Article %A Ha, Ji-Eun %A Yang, Seung-Ju %A Gong, Young-Dae %D 2018 %T Construction of 1,3,4-Oxadiazole and 1,3,4-Thiadiazole Library with a High Level of Skeletal Diversity Based on Branching Diversity-Oriented Synthesis on Solid-Phase Supports %U https://acs.figshare.com/articles/journal_contribution/Construction_of_1_3_4-Oxadiazole_and_1_3_4-Thiadiazole_Library_with_a_High_Level_of_Skeletal_Diversity_Based_on_Branching_Diversity-Oriented_Synthesis_on_Solid-Phase_Supports/5817702 %R 10.1021/acscombsci.7b00174.s001 %2 https://ndownloader.figshare.com/files/10290195 %K 3 D-space %K dehydrative cyclizations %K diversity-oriented synthesis %K DOS %K oxadiazole %K thiadiazole %K drug-like properties %K solid-supported resin %K column chromatography %K Branching Diversity-Oriented Synthesis %K core skeleton resins %K physicochemical properties %K High Level %K thiosemicarbazide resin %K Skeletal Diversity %X An efficient solid-phase synthetic route for the construction of 1,3,4-oxadiazole and 1,3,4-thiadiazole libraries based on branching diversity-oriented synthesis (DOS) has been developed in this study. The core skeleton resins, 1,3,4-oxadiazole and 1,3,4-thiadiazole, were obtained through desulfurative and dehydrative cyclizations of thiosemicarbazide resin, respectively. Various functional groups have been introduced to the core skeleton resins, such as aryl, amine, amide, urea, thiourea, and an amino acid. Most of the libraries were purified by simple trituration without extraction or column chromatography after cleavage of the products from the solid-supported resin. As a result, we obtained high yields of pure 1,3,4-oxadiazole and 1,3,4-thiadiazole derivatives (total numbers = 128). Finally, we confirmed the drug-like properties of our library by calculation of physicochemical properties, displays of the skeletal diversities of the library in 3D-space, and occupation of a broad range of areas by their functional groups. %I ACS Publications