Synthesis of SMND-309, a derivate of salvianolic acid B |
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| Authors: | Kong Wu Chan Song Chen Zhang |
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| Affiliation: | 1. College of Pharmaceutical Science, Zhejiang University of Technology, Hangzhou, China;2. School of Pharmaceutical Sciences, Zhejiang University, Hangzhou, China |
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| Abstract: | (E)-2-(6-((E)-2-carboxyvinyl)-2,3-dihydroxyphenyl)-3-(3,4-dihydroxyphenyl) acrylic acid, designated SMND-309, was synthesized starting from 2-hydroxy-3-methoxybenzaldehyde in 12 steps and with an overall yield of 44%. The synthetic key features were the conversion of aryl aldehyde into aryl acetic acid for one-carbon extended, the Perkin condensation, and the Heck coupling for construction of α,β-unsaturated ester. |
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| Keywords: | Heck coupling Perkin condensation salvianolic acid B SMND-309 synthesis |
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