220429-84-5

Upstream product

• 591-31-1 3-methoxy-benzaldehyde 
• 7507-86-0 2-bromo-5-methoxy-benzaldehyde 
• 150192-39-5 2-Bromo-5-methoxybenzyl alcohol 
• 19614-12-1 2-bromo-5-methoxybenzyl bromide 
• 121-45-9 phosphorous acid trimethyl ester 

Downstream Products

• 220429-87-8 (E)-1-[4-(2-benzyloxy-5-methoxycarbonylphenoxy)phenyl]-2-[2-bromo-5-methoxyphenyl]ethene 
• 776298-24-9 5'-[(E)-2-(2-Bromo-5-methoxy-phenyl)-vinyl]-6,2'-dimethoxy-biphenyl-3-carbaldehyde 
• 1132675-08-1 C₂₄H₂₁BrO₅ 
• 1448000-69-8 C₂₃H₂₀Br₂O₃ 
• 1448000-75-6 4-(4-methoxy-3-(4-(5-methoxy-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenethyl)phenoxy)phenethyl)-2-(methoxymethoxy)phenyl trifluoromethanesulfonate 
• 1448000-74-5 4-(3-(4-(2-bromo-5-methoxyphenethyl)phenoxy)-4-methoxyphenethyl)-2-(methoxymethoxy)phenyl trifluoromethanesulfonate 
• 1448000-73-4 4-(3-(4-(2-bromo-5-methoxyphenethyl)phenoxy)-4-methoxyphenethyl)-2-(methoxymethoxy)phenol 
• 1448000-81-4 1-(benzyloxy)-4-(3-(4-(2-bromo-5-methoxyphenethyl)phenoxy)-4-methoxyphenethyl)-2-(methoxymethoxy)benzene 
• 1448000-72-3 1-(benzyloxy)-4-((E)-3-(4-((E)-2-bromo-5-methoxystyryl)phenoxy)-4-methoxystyryl)-2-(methoxymethoxy)benzene 
• 1132675-14-9 2-methoxy-4-(4-methoxy-3-(4-(5-methoxy-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenethyl)phenoxy)phenethyl)phenyl trifluoromethanesulfonate 
• 1132675-13-8 4-(3-(4-(2-bromo-5-methoxyphenethyl)phenoxy)-4-methoxyphenethyl)-2-methoxyphenyl trifluoromethanesulfonate 
• 1132675-12-7 4-(3-(4-(2-bromo-5-methoxyphenethyl)phenoxy)-4-methoxyphenethyl)-2-methoxyphenol 
• 1448000-71-2 1-bromo-4-methoxy-2-(4-(2-methoxy-5-(3-methoxy-4-(methoxymethoxy)styryl)phenoxy)styryl)benzene 
• 1448000-70-1 (E)-dimethyl 3-(4-(2-bromo-5-methoxystyryl)phenoxy)-4-methoxybenzylphosphonate 

Relevant academic research and scientific papers

Total synthesis of riccardin C and (±)-cavicularin via Pd-catalyzed Ar-Ar cross couplings

Riccardin C, a specific LXRα agonist, is a representative macrocyclic bisbibenzyl-type natural product. As part of our synthetic studies on macrocyclic bisbibenzyls, the synthesis of riccardin C and its analog cavicularin was examined. The total synthesis

Synthesis of riccardin C and its seven analogues. Part 1: The role of their phenolic hydroxy groups as LXRα agonists

Riccardin C, a nuclear receptor LXRα selective agonist, is an 18-membered macrocyclic bisbibenzyl isolated from several liverworts. Synthesis of riccardin C and its seven O-methylated derivatives was accomplished. The synthetic sequence highlights an intramolecular Suzuki-Miyaura coupling in the formation of the 18-membered biaryl linkage present in riccardin C. The structure-activity relationship of these compounds suggests that all of the phenolic hydroxy groups present in riccardin C are essential for the activation of LXRα.

Efficient synthesis of isoplagiochin D, a macrocyclic bis(bibenzyls), by utilizing an intramolecular Suzuki-Miyaura reaction

Isoplagiochin D, a highly strained macrocyclic bis(bibenzyls) isolated from the liverwort Pladiochila fruticosa, was synthesized in 10.6% overall yield for the 11 steps by using Horner-Wadsworth-Emmons and Suzuki-Miyaura protocols. Isoplagiochin D, a highly strained macrocyclic bis(bibenzyls) with two biaryl units isolated from the liverwort Pladiochila fruticosa, was prepared in 10.6% overall yield for the 11 steps by an efficient synthetic approach involving the construction of two bibenzyl and one biaryl units using Horner-Wadsworth-Emmons and Suzuki-Miyaura protocols.

Total syntheses of plagiochins A and D, macrocyclic bis(bibenzyls), by Pd(0) catalyzed intramolecular Stille-Kelly reaction

Total syntheses of plagiochins A (1) and D (4), the former of which exhibits a significant neurotrophic activity, have been accomplished. The key 16-membered ring closure in 4 has been achieved directly from the dibromoperrottetin derivative (7) by Pd(0)

Total synthesis of plagiochin D, a macrocyclic bis(bibenzyl) from liverworts by intramolecular Still-Kelly reaction

Plagiochin D (4), a unique macrocyclic bis(bibenzyl) having both a biphenyl ether and a biaryl units isolated from the liverwort Plagiochila acanthophylla, was synthesized. The key 16-membered ring closure of a dibromoperrottetin. A derivative 13 was realized by Pd(0) catalyzed intramolecular Still-Kelly reaction.