1385815-70-2

Upstream product

• 62497-24-9 (3,4-dimethoxyphenyl)propynoic acid methyl ester 
• 138490-94-5 2-iodoisovanillin 

Downstream Products

• 55757-14-7 (2S,3S)-methyl 2-(3,4-dimethoxyphenyl)-4-((E)-3-(((R)-3-(3,4-dimethoxyphenyl)-1-methoxy-1-oxopropan-2-yl)oxy)-3-oxoprop-1-en-1-yl)-7-methoxy-2,3-dihydrobenzofuran-3-carboxylate 
• 1310802-43-7 (2R,3R)-methyl 2-(3,4-dimethoxyphenyl)-4-((E)-3-(((R)-3-(3,4-dimethoxyphenyl)-1-methoxy-1-oxopropan-2-yl)oxy)-3-oxoprop-1-en-1-yl)-7-methoxy-2,3-dihydrobenzofuran-3-carboxylate 
• 1385815-76-8 methyl 4-hydroxymethyl-7-methoxy-2-(3,4-dimethoxyphenyl)-benzo[b]furan-3-carboxylate 
• 1385815-78-0 methyl 4-methyl-7-methoxy-2-(3,4-dimethoxyphenyl)benzo[b]furan-3-carboxylate 

Relevant academic research and scientific papers

Synthesis of anti-HIV lithospermic acid by two diverse strategies

An efficient and convergent route for the synthesis of the natural product (+)-lithospermic acid, which possesses anti-HIV activity, was accomplished. The (±)-trans-dihydrobenzo[b]furan core therein was prepared by two different strategies. The first strategy involved the use of a palladium-catalyzed annulation to generate an appropriately substituted benzo[b]furan ester followed by a stereoselective reduction of a carbon-carbon double bond with Mg-HgCl 2-MeOH. The second strategy relied on an aldol condensation between a suitably substituted methyl arylacetate and 3,4-dimethoxybenzaldehyde, followed by cyclization. Finally, a total synthesis of (+)-lithospermic acid was completed via coupling of a trans-dihydrobenzo[b]furan cinnamic acid with an enantiomerically pure methyl lactate.