139501-40-9

Upstream product

• 100169-45-7 veratrylidene piperonylidene succinic acid 
• 120-57-0 piperonal 
• 86926-69-4 (+/-) 1-(3,4-dimethoxyphenyl)-4-(3,4-methylenedioxyphenyl) butane 2,3-dicarboxylic acid dimethyl ester 
• 289622-16-8 diethyl 2-(3,4-dimethoxybenzylidene)succinate 
• 120-14-9 3,4-dimethoxy-benzaldehyde 
• 2606-51-1 3,4-Methylenedioxybenzyl bromide 
• 1220632-88-1 diethyl 2-(3,4-dimethoxybenzylidene)-3-(3,4-methylenedioxybenzyl)succinate 
• 140138-36-9 (3R,4R,5R)-3-Benzo[1,3]dioxol-5-ylmethyl-4-[(3,4-dimethoxy-phenyl)-bis-phenylsulfanyl-methyl]-5-(2-isopropyl-5-methyl-cyclohexyloxy)-dihydro-furan-2-one 
• 140138-36-9 (-)-(3S,4R,5R)-3-(3',4'-methylenedioxybenzyl)-4-<3'',4''-dimethoxy-α,α-bis(phenylthio)benzyl>-5-(1-menthyloxy)butyrolactone 
• 157766-09-1 5-(iodomethyl)benzo[d][1,3]dioxole 
• 60354-22-5 4-[Bis(phenylsulfanyl)methyl]-1,2-dimethoxybenzene 
• 140138-38-1 (-)-(3S,4R,5R)-3-(3',4'-methylenedioxybenzyl)-4-(3'',4''-dimethoxybenzyl)-5-(1-menthyloxy)butyrolactone 
• 140138-38-1 (3R,4R,5R)-3-Benzo[1,3]dioxol-5-ylmethyl-4-(3,4-dimethoxy-benzyl)-5-(2-isopropyl-5-methyl-cyclohexyloxy)-dihydro-furan-2-one 
• 139501-44-3 (+/-) 1-(3,4-dimethoxyphenyl)-4-(3,4-methylenedioxyphenyl)-butane 2,3-dicarboxylic acid 

Downstream Products

• 139501-41-0 threo-(-)-2-(3',4'-methylenedioxybenzyl)-3-(3,4-dimethoxybenzyl)-1,4-butanediol diacetate 
• 1158909-02-4 (-)-5-{[(3R,4R)-4-(3,4-dimethoxybenzyl)-tetrahydro-3-furanyl]methyl}-1,3-benzodioxole 
• 55731-00-5 (-)-saururenin 
• 1158909-03-5 (+)-5-[2-(2R,3R)-4-(3,4-dimethoxybenzyl)-2,3-bis(methoxymethyl)-butyl]-1,3-benzodioxole 
• 40456-51-7 (3S,4S)-4-(benzo[d][1,3]dioxol-5-ylmethyl)-3-(3,4-dimethoxybenzyl)dihydrofuran-2(3H)-one 
• 126380-09-4 (+/-) 1-(3,4-dimethoxyphenyl)-4-(3,4-methylenedioxyphenyl)-2,3-diacetoxy methyl butane 

Relevant academic research and scientific papers

A sterically encumbered photoredox catalyst enables the unified synthesis of the classical lignan family of natural products

Herein, we detail a unified synthetic approach to the classical lignan family of natural products that hinges on divergence from a common intermediate that was strategically identified from nature's biosynthetic blueprints. Efforts toward accessing the common intermediate through a convergent and modular approach resulted in the discovery of a sterically encumbered photoredox catalyst that can selectively generate carbonyl ylides from electron-rich epoxides. These can undergo concerted [3 + 2] dipolar cycloadditions to afford tetrahydrofurans, which were advanced (2-4 steps) to at least one representative natural product or natural product scaffold within all six subtypes in classical lignans. The application of those synthetic blueprints to the synthesis of heterolignans bearing unnatural functionality was demonstrated, which establishes the potential of this strategy to accelerate structure-activity-relationship studies of these natural product frameworks and their rich biological activity.

Synthesis and bioactivity of erythro-nordihydroguaiaretic acid, threo-(-)-saururenin and their analogues

Full details of the total syntheses of erythro-nordihydroguaiaretic acid, threo-(-)-saururenin and their analogues are presented. The syntheses were based on a unified synthetic strategy involving the Stobbe reaction, alkylation to construct the skeleton

Synthesis, anti-virus and anti-tumour activities of dibenzylbutyrolactone lignans and their analogues

An efficient synthesis of dibenzylbutyrolactone lignans and their analogues has been developed. Based on a Stobbe condensation of piperonal or veratraldehyde with diethylsuccinate and alkylation with 3,4- methylenedioxybenzyl bromide to give the skeleton

Asymmetric Synthesis of Lignans of the Dibenzylbutanediol and Tetrahydrodibenzocyclooctene Series

Enolate anions obtained by conjugate addition to (-)-5-(1-menthyloxy)furan-2(5H)-one are quenched with benzyl bromides or iodides to yield homochiral dibenzylbutyrolactones.Desufurisation followed by lithium aluminium hydride reduction affords homochiral

Asymmetric Syntheses of Lignans of the Dibenzylbutyrolactone, Dibenzylbutanediol, Aryltetralin and Dibenzocyclooctadiene Series

General procedures are outlined for the asymmetric syntheses of ligands of the dibenzylbutyrolactone, dibenzylbutanediol, aryltetralin and dibenzocyclooctadiene series, from tandem addition products derived from 4-mentyloxybutenolide.

Isolation, structure and synthesis of new diarylbutane lignans from Phyllanthus niruri: Synthesis of 5'-desmethoxy niranthin and an antitumour extractive

The structures of three new lignans (1-3) and a phenolic lignan (4) isolated from Phyllanthus niruri have been determined. The structures (1-3) were confirmed by their total synthesis and that of (4) was by its conversion to (3). The synthesis of (±) 5'-d