119030-66-9

Basic information

• Product Name: 2(3H)-Furanone,3-[(3,4-dimethoxyphenyl)methyl]dihydro-4-[(4-hydroxy-3-methoxyphenyl)methyl]-,(3R,4R)-
• Synonyms: 2(3H)-Furanone,3-[(3,4-dimethoxyphenyl)methyl]dihydro-4-[(4-hydroxy-3-methoxyphenyl)methyl]-,(3R-trans)-; Buplerol
• CAS NO: 119030-66-9
• Molecular Formula: C21H24 O6
• Molecular Weight: 372.418
• Mol File: 119030-66-9.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 2(3H)-Furanone,3-[(3,4-dimethoxyphenyl)methyl]dihydro-4-[(4-hydroxy-3-methoxyphenyl)methyl]-,(3R,4R)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2(3H)-Furanone,3-[(3,4-dimethoxyphenyl)methyl]dihydro-4-[(4-hydroxy-3-methoxyphenyl)methyl]-,(3R,4R)-(119030-66-9)
• EPA Substance Registry System: 2(3H)-Furanone,3-[(3,4-dimethoxyphenyl)methyl]dihydro-4-[(4-hydroxy-3-methoxyphenyl)methyl]-,(3R,4R)-(119030-66-9)

Safety Data

• Hazardous Substances Data: 119030-66-9(Hazardous Substances Data)

Upstream product

• 1432494-09-1 (E)-ethyl 4-(3',4'-dimethoxyphenyl)but-2-enoate 
• 28028-62-8 ethyl ferulate 
• 5703-21-9 3,4-dimethoxyphenylacetaldehyde 
• 54844-36-9 3-(3,4-dimethoxyphenyl)propane-1,2-diol 
• 105245-81-6 3-(4-benzyloxy-3-methoxyphenyl)propionic acid chloride 
• 30034-49-2 β-(4-benzyloxy-3-methoxyphenyl)propionic acid 
• 186895-24-9 ethyl 3-(4-(benzyloxy)-3-methoxy)propanoate 
• 61292-90-8 ethyl 3-(4-hydroxy-3-methoxyphenyl)propanoate 
• 93-15-2 1,2-dimethoxy-4-(2-propenyl)benzene 
• 123195-63-1 4-benzyloxy-3-methoxybenzaldehyde-bis-phenylthioacetal 
• 21852-32-4 4-bromomethyl-1,2-dimethoxybenzene 
• 580-72-3 (2RS,3RS)-2,3-bis-(4-hydroxy-3-methoxybenzyl)butyrolactone 
• 67-68-5 dimethyl sulfoxide 

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.

Oxidative Coupling of Lignans. IV. Monophenolic Oxidative Coupling

Oxidative coupling of the monophenolic monoester (6) gives an aryltetralin (12) which is a potential intermediate for the synthesis of clinically active monophenolic lignan lactones.In contrast, oxidative couplings of the monophenols (32) and (35), derived from matairesinol (29), give mixtures of diastereoisomeric cyclooctadiene lignans while 4'-demethyldeoxypodorhizon (26) does not cyclize.These results show that the degree of aromatic substitution in monophenolic diarylbutanes plays an important role in determining the outcome of oxidative coupling.An alternative synthesis of the lactone (57) from piperonal has been investigated.