64767-71-1

Basic information

• Product Name: (3R*,4R*)-3-(3,4-dimethoxybenzyl)-4-(3,4,5-trimethoxybenzyl)-4,5-dihydro-2(3H)-furanone
• CAS NO: 64767-71-1
• Molecular Weight: 416.471
• Mol File: 64767-71-1.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: (3R*,4R*)-3-(3,4-dimethoxybenzyl)-4-(3,4,5-trimethoxybenzyl)-4,5-dihydro-2(3H)-furanone(CAS DataBase Reference)
• NIST Chemistry Reference: (3R*,4R*)-3-(3,4-dimethoxybenzyl)-4-(3,4,5-trimethoxybenzyl)-4,5-dihydro-2(3H)-furanone(64767-71-1)
• EPA Substance Registry System: (3R*,4R*)-3-(3,4-dimethoxybenzyl)-4-(3,4,5-trimethoxybenzyl)-4,5-dihydro-2(3H)-furanone(64767-71-1)

Safety Data

• Hazardous Substances Data: 64767-71-1(Hazardous Substances Data)

Upstream product

• 21852-32-4 4-bromomethyl-1,2-dimethoxybenzene 
• 76763-88-7 (R)-dihydro-4-(3,4,5-trimethoxybenzyl)furan-2(3H)-one 
• 65171-10-0 (+/-)-4-(3,4,5-trimethoxyphenyl)-4,5-dihydro-2(3H)-furanone 
• 1432494-09-1 (E)-ethyl 4-(3',4'-dimethoxyphenyl)but-2-enoate 
• 5703-21-9 3,4-dimethoxyphenylacetaldehyde 
• 54844-36-9 3-(3,4-dimethoxyphenyl)propane-1,2-diol 
• 66543-72-4 3-(3',4',5'-trimethoxyphenyl)propionyl chloride 
• 25173-72-2 3-(3,4,5-trimethoxyphenyl)propanoic acid 
• 70311-20-5 3-(3,4,5-trimethoxyphenyl)propionic acid ethyl ester 
• 93-15-2 1,2-dimethoxy-4-(2-propenyl)benzene 
• 1878-29-1 ethyl (E)-3-(3,4,5-trimethoxyphenyl)acrylate 
• 86-81-7 3,4,5-trimethoxy-benzaldehyde 
• 119239-40-6 (R)-(+)-methyl α-(3,4,5-trimethoxybenzyl)hemisuccinate 
• 119138-76-0 (3R,4R)-3-(4-Benzyloxy-3-methoxy-benzyl)-4-(3,4,5-trimethoxy-benzyl)-dihydro-furan-2-one 

Downstream Products

• 79288-75-8 (2R,3R)-2-[(3,4-dimethoxyphenyl)-methyl]-3-[(3,4,5-trimethoxyphenyl)methyl]-1,4-butanediol 

Relevant articles and documents

Modular synthesis and biological investigation of 5-hydroxymethyl dibenzyl butyrolactones and related lignans

Dibenzyl butyrolactone lignans are well known for their excellent biological properties, particularly for their notable anti-proliferative activities. Herein we report a novel, efficient, convergent synthesis of dibenzyl butyrolactone lignans utilizing the acyl-Claisen rearrangement to stereoselectively prepare a key intermediate. The reported synthetic route enables the modification of these lignans to give rise to 5-hydroxymethyl derivatives of these lignans. The biological activities of these analogues were assessed, with derivatives showing an excellent cytotoxic profile which resulted in programmed cell death of Jurkat T-leukemia cells with less than 2% of the incubated cells entering a necrotic cell death pathway.

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