Synthetic Communications p. 3296 - 3303 (2014)
Update date:2022-07-29
Topics:
Liu, Jing
Yang, Zhangyou
Luo, Shenglin
Hao, Yuhui
Ren, Jiong
Su, Yongping
Wang, Weidong
Li, Rong
6,7,4′-Trihydroxyisoflavanone, the main source of which is extracted from soybeans, has been found to have diverse significant bioactivities. A large-scale, cost-effective, and facile chemical synthesis of 6,7,4′-trihydroxyisoflavanone is presented herein. Its synthesis is characterized by three steps with an overall yield of 71% and a purity or more than 99.0%. This reaction can be scaled up to multikilogram quantities, providing a solid basis for its further bioactivity studies and drug development. With this same method, 6,7,3′,4′-tetrahydroxyisoflavanone, an analog of 6,7,4′-trihydroxyisoflavanone, also can be largely prepared, indicating this modified synthetic method is potentially available for large-scale synthesis of a broad range of multihydroxyl isoflavanones.
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Doi:10.1021/ol900567c
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