71135-84-7

Upstream product

• 24131-30-4 (3,5-dimethoxybenzyl)triphenylphosphonium bromide 
• 6346-05-0 3-benzyloxy-4-methoxybenzaldehyde 
• 108957-75-1 diethyl 3,5-dimethoxybenzylphosphonate 
• 83088-21-5 3-(β-methoxyethoxymethyloxy)-4-methoxybenzaldehyde 
• 100-44-7 benzyl chloride 
• 621-59-0 isovanillin 

Downstream Products

• 108957-73-9 NSC₃₈₁₈₆₄ 
• 71135-74-5 5-(3,5-dimethoxyphenylethyl)-3,4-dihydroxy-8-methoxy-2,2-dimethyl-2H-chromen 
• 71135-73-4 5-(3,5-dimethoxyphenylethyl)-8-methoxy-2,2-dimethyl-2H-chromen 
• 71135-72-3 dimethylprop-2-ynyl ether of 3'-hydroxy-3,4',5-trimethoxydihydrostilbene 
• 71135-71-2 3'-hydroxy-3,4',5-trimethoxydihydrostilbene 

Relevant academic research and scientific papers

Prevention of Marine Biofouling Using the Natural Allelopathic Compound Batatasin-III and Synthetic Analogues

The current study reports the first comprehensive evaluation of a class of allelopathic terrestrial natural products as antifoulants in a marine setting. To investigate the antifouling potential of the natural dihydrostilbene scaffold, a library of 22 syn

Syntheses of resveratrol and its hydroxylated derivatives as radical scavenger and tyrosinase inhibitor

Eight hydroxylated stilbene derivatives including resveratrol, desoxyrhapontigenin and piceatannol as potential radical scavenger and tyrosinase inhibitor are synthesized using optimized Wittig-Horner reaction for excellent trans-selectivity in good yields. Antioxidant activity was tested against ABTS radical and tyrosinase inhibitory activity was performed with L-tyrosine as the substrate based on previous procedure with some modification. In general, catecholic stilbenes showed stronger activity against ABTS radical and resorcinolic moiety showed stronger tyrosinase inhibitory activity. Synthetic piceatannol which containing both catecholic and resorcinolic moieties showed the strongest activity in both as ABTS radical scavenger and tyrosinase inhibitor with IC50 values of 4.1 and 8.6 μM, respectively.

Dihydrostilbenes of Cannabis. Synthesis of Canniprene

Canniprene (10) is synthesised via reaction of a phenolate-anion ylide with a benzyl-protected aldehyde.Benzoylation, followed by hydrogenation and hydrogenolysis of the resulting stilbene, leads to a half-benzoylated bibenzyl which is converted into its O-dimethylprop-2-ynyl derivative.Semi-hydrogenation, Claisen rearrangement, and debenzoylation gives canniprene.In a second synthesis the prenylated (3-methylbut-2-enylated) and benzyl-protected ring-B section is made first and converted by Wittig reaction into a dibenzyl-protected stilbene.The stilbene is reduced and the benzyl groups removed in one step, without affecting the prenyl group, by sodium in butanol: magnesium in methanol is capable of stilbene reduction without debenzylation.This practical synthesis proceeds in 19 percent overall yield from the dimethylprop-2-ynyl ether of isovanillin (14) and is applicable to isotopelabelling.The use of p-bromophenacyl (PBP) ether and methoxyethoxymethyl (MEM) ether protection as the basis for canniprene synthesis is also considered.Other bibenzyls relevant to the natural products of Cannabis are made and the methylated chroman (37) derived from canniprene is also synthesised.