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Synthetic study toward pareirubrine B : pareirubrine B의 합성법 연구
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- Authors
- Advisor
- 김영규
- Major
- 공과대학 화학생물공학부
- Issue Date
- 2014-02
- Publisher
- 서울대학교 대학원
- Description
- 학위논문 (석사)-- 서울대학교 대학원 : 화학생물공학부, 2014. 2. 김영규.
- Abstract
- Pareirubrine B, isolated from the roots of Cissampelos pareira(Menuspermaceae) was reported to display antileukemic activity. And total synthesis of pareirubrine B have not been reported yet up to date.
The concise synthesis of pareirubrine B precursor has been achieved by utilization of the anionic radical coupling of a prepared phenolic nitronate. The required phenol was introduced by Pd-mediated coupling reaction, and the nitromethyl group was introduced on the bottom part of the molecule by Reissert-type addition. The bottom part of the molecule, isoquinoline was constructed by Pomerantz-Fritsch isoquinoline synthesis. The overall yield of pareirubrine B precursor from a commercially available starting material (isovanillin) was 22% in 13 steps.
- Language
- Korean
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