96552-45-3Relevant academic research and scientific papers
A new expeditious synthesis of the core scaffold of salvianolic acid F trough a one-pot sequential Heck coupling catalyzed by palladium nanoparticles in ionic liquids
Casiello, Michele,D'Accolti, Lucia,Fusco, Caterina,Iannone, Francesco,Monopoli, Antonio,Nacci, Angelo
, (2022/01/14)
A new expeditious synthesis of tetramethyl salvianolic acid F is presented. Starting from the naturally occurring veratrole, the target molecule is easily obtained in a one-pot mode via a sequential double Heck coupling catalyzed by palladium nanoparticles dispersed in ionic liquids. The present method involves the chemoselective displacement of two different halogen atoms present on the veratrole ring and limits the need for tedious experimental procedures. A 66% of overall yield can be achieved, that represents, as far as we know, one of the best results present in the literature, until now. This protocol can also open the way for the synthesis of unnatural salvianolic-like compounds with potential bioactivity.
Synthesis of (+)-salvianolic acid A from sodium Danshensu
Xu, Kai,Liu, Hao,Liu, Delong,Sheng, Cheng,Shen, Jiefeng,Zhang, Wanbin
, p. 5996 - 6002 (2018/09/06)
(+)-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.
The asymmetric total synthesis of (+)-salvianolic acid A
Zheng, Yong,Song, Wei-Bin,Xuan, Li-Jiang
supporting information, p. 5047 - 5050 (2016/07/25)
An asymmetric synthesis of (+)-salvianolic acid A with cardioprotective properties, has been accomplished in a convergent manner in eight steps and 10.6% overall yield. This synthesis features an asymmetric addition of organometallics to optically pure 2,3-epoxypropionate in the presence of BF3·Et2O, Ru(III)-catalyzed directed [Formula presented] olefination, and I2-catalyzed isomerization reaction.
The total synthesis of salvianolic acid F
Dalla, Vincent,Cotelle, Philippe
, p. 6923 - 6930 (2007/10/03)
An expeditious synthesis of salvianolic acid F 2 is described in 10% overall yield. Tetramethyl salvianolic acid F 3 was obtained in six steps in 39% overall yield and was converted into the target molecule using boron tribromide in 26% yield.
