119th General Meeting of the KCS

Type Poster Presentation
Area 의약화학
Room No. 포스터발표장
Time 4월 20일 (목요일) 11:00~12:30
Code MEDI.P-422
Subject Construction of a Novel of 1H-benzo[d]imidazole-2-thiol Derivatives via nucleophilic cleavage reaction on Solid-Phase
Authors 윤효정, 김예지, 공영대*
동국대학교 화학과, Korea
Abstract In this experiment, we constructed N-alkyl-1H-benzo[d]imidazole-2-thiol derivatives on solid-phase synthesis. Substituted 1,2-phenylenediamines were used as starting material and protected with Boc group which then reacted with carbon disulfide in the presence of triethylamine (TEA) in tetrahydrofuran (THF) to afford 2-mercaptobenzimidazole core skeleton. Next, we loaded 2-mercaptobenzimidazole to the Merrifield resin as a polymer support. With the 2-mercaptobenzimidazole resin in hand, we deprotected Boc group, and then introduced various alkyl groups at the Boc deprotected amine position. For further divercification, we conducted Suzuki coupling reaction at the C-X position. Finally, our desired product was successively obtained via nucleophilic cleavage reaction by benzyl thiol and potassium tert-butoxide in dimethylforamide (DMF) in high yields and good purities.
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