391682-51-2

Upstream product

• 123-08-0 4-hydroxy-benzaldehyde 
• 391682-55-6 carbocinnamyloxymethylenetriphenylphosporane 
• 104023-33-8 α-chloroacetate de cinnamyle 
• 4407-36-7 (2E)-3-phenyl-2-propen-1-ol 
• 100-52-7 benzaldehyde 
• 140-10-3 (E)-3-phenylacrylic acid 
• 6515-21-5 4-methoxymethoxy-benzaldehyde 
• 847450-00-4 3-(4-methoxymethoxy-phenyl)-acrylic acid ethyl ester 
• 61844-66-4 (E)-3-(4-(methoxymethoxy)phenyl)acrylic acid 
• 885703-06-0 3-phenylpropenyl 3-(4-methoxymethoxyphenyl)allylate 

Relevant academic research and scientific papers

Synthesis and biological evaluation of a natural ester sintenin and its synthetic analogues

Synthesis of 3-(3,4-dimethoxyphenyl)propyl-3-(3,4-dimethoxyphenyl) propanoate (18), a cytotoxic natural ester, was carried out by a convenient synthetic path with a total yield of 49%. Sixteen of its analogues (19-34) were also prepared. Seventeen unsaturated derivatives of 18, compounds 1-17, were also synthesized to examine the structure-activity relationship of this type of ester. All of the synthetic compounds were passed through the cytotoxicity screenings on human tumor cell lines, such as PC-3, Hela, A549, BEL7404, CNE, and KB. Some of the esters exhibited moderate inhibitory effects on these tumor cell lines. The phenolic derivatives exhibited the highest cytotoxicity among these derivatives, while the unsaturated esters were more cytotoxic than the saturated analogues. Some of the compounds also exhibited inhibition on α-glucosidase.

Synthesis of naturally occurring cinnamyl cinnamates

A convenient, high yield and general method is described for the synthesis of cinnamyl cinnamates (1a-f, 2a-c and 2e) from benzaldehydes (7a-f). The aldehydes (7a-f) on reaction with phosphorane (6) provide the (E,E)- cinnamyl cinnamates (1a-f) in high yields together with the (E,Z)- esters (2a-c and 2e) in low yields in the same reaction.