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  • 09월 12일 17시 이후 : 초록수정 불가능, 일정확인 및 검색만 가능

제110회 대한화학회 학술발표회, 총회 및 기기전시회 안내 Synthesis of privileged tetra-substituted ?5-2-oxopiperazine mimicked β-turn sturcuture via reductive alkylation and construction of compound library embedded tetra-substituted ?5-2-oxopiperazine

등록일
2012년 9월 5일 16시 13분 39초
접수번호
1720
발표코드
ORGN.P-1113 이곳을 클릭하시면 발표코드에 대한 설명을 보실 수 있습니다.
발표시간
10월 17일 (수요일) 16:00~19:00
발표형식
포스터
발표분야
유기화학
저자 및
공동저자
이정애, 김종훈1, 박승범2
서울대학교 생물물리및화학생물학부, Korea
1서울대학교 화학과, Korea
2서울대학교 화학부, Korea
Oxopiperazine moiety is important pharmacophore which is used as peptidomimetics, specially mimicked β-turn and γ-turn structure, which is one of the three main secondary structural motifs found in proteins and peptides. We constructed ?5-2-oxopiperazine compound library via iminium ion cyclization and rearrangement under mild acidic condition. For synthetic efficiency, we applied fluorous tag-based solution phase parallel synthesis strategy. The library scaffold has four diversity points of substitution so we introduced diverse scaffold through reductive amination with Grignard reagent and simple amide coupling concisely. The fluorous tag was facilitated utilizing synthetic strategy optimized in solution phase without fluorous tag. we utilized diverse substrates as 4 diversiting points such as 4 grignard reagent, 6 amino acids and 5 amines that can be induced after cyclization step. Through this novel strategy, a 144-membered drug like oxopiperazine library has been constructed efficiently.

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