179129-02-3

Upstream product

• 179128-90-6 3-(3,4-Bis-allyloxy-phenyl)-2-hydroxy-propionic acid allyl ester 
• 23028-17-3 danshensu 
• 179128-86-0 3-(3,4-Bis-benzyloxy-phenyl)-2-hydroxy-propionic acid 
• 67810-33-7 sodium (R)-3-(3,4-dihydroxyphenyl)-2-hydroxypropanoate 
• 106-95-6 allyl bromide 
• 68307-79-9 (Z)-3-(3,4-dihydroxyphenyl)-2-hydroxyacrylic acid 

Downstream Products

• 179462-77-2 (E)-3-(3,4-Bis-allyloxy-phenyl)-acrylic acid (R)-1-allyloxycarbonyl-2-(3,4-bis-allyloxy-phenyl)-ethyl ester 
• 20283-92-5 (R)-(+)-rosmarinic acid 

Relevant academic research and scientific papers

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

(+)-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.

Bryophyte constituents; 7: New synthesis of (+)-rosmarinic acid and related compounds

Efficient and expeditious syntheses are described for rosmarinic acid (1) and its derivatives 2-4, making extensive use of allyl protective groups for both carboxylic acids and phenolic building blocks. (+)(R)-Rosmarinic acid was obtained by a chemoenzymatic resolution of its phenyl lactic acid precursors.