73149-51-6

Usage

Uses

Used in Pharmaceutical Industry:
(2R,3R)-2-(1,3-benzodioxol-5-ylmethyl)-3-(3,4,5-trimethoxybenzyl)butane-1,4-diol is used as a potential pharmaceutical agent for its possible bioactive properties due to the presence of the benzodioxol and trimethoxybenzyl groups. These groups have been associated with various medicinal applications, and the compound may be further developed and characterized for specific therapeutic uses.
Used in Drug Development:
In the field of drug development, (2R,3R)-2-(1,3-benzodioxol-5-ylmethyl)-3-(3,4,5-trimethoxybenzyl)butane-1,4-diol is utilized as a compound with potential for the creation of new medications. Its unique structure and chirality may offer novel mechanisms of action or selectivity in targeting specific biological pathways, which could be beneficial in treating various diseases and conditions.

Upstream product

• 40456-50-6 yatein 
• 140138-39-2 (3R,4R,5R)-4-Benzo[1,3]dioxol-5-ylmethyl-5-(2-isopropyl-5-methyl-cyclohexyloxy)-3-(3,4,5-trimethoxy-benzyl)-dihydro-furan-2-one 
• 21852-50-6 3,4,5-trimethoxybenzyl bromide 
• 6302-93-8 5-[Bis(phenylsulfanyl)methyl]-1,3-benzodioxole 
• 119239-40-6 (R)-(+)-methyl α-(3,4,5-trimethoxybenzyl)hemisuccinate 
• 17187-77-8 (R)-(+)-3-piperonyl-4-butanolide 
• 25173-72-2 3-(3,4,5-trimethoxyphenyl)propanoic acid 
• 2815-95-4 3-(1,3 benzodioxol-5-yl)propionic acid 
• 56183-75-6 3-(3,4-methylenedioxyphenyl)-2-bromopropionic acid 
• 118975-38-5 3-Benzo[1,3]dioxol-5-yl-2-iodo-propionic acid 
• 139747-16-3 2-piperonyl-3-(3,4,5-trimethoxy-benzyl)-succinic acid 
• 118975-41-0 (3S,4S)-3-Benzo[1,3]dioxol-5-ylmethyl-4-(3,4,5-trimethoxy-benzyl)-dihydro-furan-2,5-dione 
• 17301-91-6 cis-Dihydroanhydropodorhizol 
• 86-81-7 3,4,5-trimethoxy-benzaldehyde 

Downstream Products

• 73465-36-8 (-)-(3R,4R)-3-(3,4-methylenedioxybenzyl)-4-(3,4,5-trimethoxybenzyl)tetrahydrofuran 

Relevant academic research and scientific papers

Lignans from Piper cubeba

From the hot petrol extract of Piper cubeba ftuits, six lignans were isolated. Two of these, which have been obtained from a natural source for the first time, have been characterized as (2R,3R)-2-(3″,4″,5″-trimethoxybenzyl)-3-(3′,4′-methylenedioxybenzyl)-1,4-butanediol [(-)-dihydroclusin] and (3R,4R)-3,4-bis-(3,4,5-trimethoxybenzyl)tetra-hydro-2-furanol [(-)-cubebinin]. (-)Cubebin, (-)-hinokinin, (-)-clusin and (-)-dihydrocubebin were also found in this plant. Only (-)-cubebin has been reported so far from this source.

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.

A KEY INTERMEDIATE FOR THE SYNTHESIS OF ANTITUMOR LIGNAN PROTOTYPES

Procedures are described for the convenient generation of an iodinated carboxylic acid possessing considerable utility as a precursor to several biologically active lignans.

A SIMPLE PREPARATION OF (R)-(+)-β-(3,4,5-TRIMETHOXYBENZYL)-BUTANOLIDE, AND ITS USE IN THE TOTAL SYNTHESES OF NATURALLY OCCURRING DIBENZYLBUTANOLIDE LIGNANS

Resolution of methyl α-(3,4,5-trimethoxybenzyl)hemisuccinate by means of (-)-ephedrine, followed by calcium borohydride reduction, afforded (R)-(+)-β-(3,4,5-trimethoxybenzyl)butanolide.This lactone was used as a starting material for the optically active

THE STRUCTURE OF YATEIN. DETERMINATION OF THE POSITIONS, AND CONFIGURATIONS OF BENZYL GROUPS IN LIGNANS OF THE 2,3-DIBENZYLBUTYROLACTONE TYPE

The structure of yatein isolated from Libocedrus yateensis has been determined as (2R,3R)-2-(3,4,5-trimethoxybenzyl)-3-(3,4-methylenedioxybenzyl)butyrolactone (Ia).The assignment of individual signals of the 1H NMR spectrum of yatein and further lignans o