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Synthesis of (+)-salvianolic acid A from sodium Danshensu

Tetrahedron(2018)

Cited 9|Views10
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Abstract
(+)-Salvianolic acid A, one of the most active components in the traditional Chinese medicine Danshen, has been synthesized over 10 steps in 6.5% overall yield. Starting from inexpensive ortho-vanillin and sodium Danshensu (synthesized via asymmetric catalysis in our group), the process consists of the following: A Wittig reaction that gives the desire product with absolute E-configuration, a demethylation reaction with AlCl3 in a satisfactory yield, and a practical deprotection of allylic groups to afford the terminal product (+)-salvianolic acid A. The current synthetic technology possesses the advantages of using inexpensive starting materials, mild reaction conditions and has the potential for use in large scale synthesis.
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Key words
Salvianolic acid A,ortho-Vanillin,Sodium Danshensu,Asymmetric catalysis,Deprotection
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