65171-10-0

Basic information

• Product Name: (+/-)-4-(3,4,5-trimethoxyphenyl)-4,5-dihydro-2(3H)-furanone
• Synonyms: (+/-)-4-(3,4,5-trimethoxyphenyl)-4,5-dihydro-2(3H)-furanone
• CAS NO: 65171-10-0
• Molecular Weight: 266.294
• Mol File: 65171-10-0.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: (+/-)-4-(3,4,5-trimethoxyphenyl)-4,5-dihydro-2(3H)-furanone(CAS DataBase Reference)
• NIST Chemistry Reference: (+/-)-4-(3,4,5-trimethoxyphenyl)-4,5-dihydro-2(3H)-furanone(65171-10-0)
• EPA Substance Registry System: (+/-)-4-(3,4,5-trimethoxyphenyl)-4,5-dihydro-2(3H)-furanone(65171-10-0)

Safety Data

• Hazardous Substances Data: 65171-10-0(Hazardous Substances Data)

Upstream product

• 119138-93-1 (+/-)-4-(3,4,5-trimethoxyphenyl)-3-methoxycarbonylbutanoic acid 
• 86-81-7 3,4,5-trimethoxy-benzaldehyde 
• 106-65-0 Dimethyl succinate 
• 365423-61-6 5-(5-ethoxy-tetrahydro-furan-3-ylmethyl)-benzo[1,3]dioxole 
• 21852-50-6 3,4,5-trimethoxybenzyl bromide 
• 84736-30-1 (trimethoxy-3,4,5 benzylidene) α-hemisuccinate de methyle 
• 35274-53-4 2-bromo-3,4,5-tri-methoxybenzaldehyde 

Downstream Products

• 64767-71-1 (3R*,4R*)-3-(3,4-dimethoxybenzyl)-4-(3,4,5-trimethoxybenzyl)-4,5-dihydro-2(3H)-furanone 
• 93395-16-5 (3R*,4R*)-3-(3,4,5-trimethoxybenzyl)-4-(3,4,5-trimethoxybenzyl)-4,5-dihydro-2(3H)-furanone 
• 65170-99-2 (iodo-2 trimethoxy-3,4,5 benzyl)-3-butanolide-4 
• 103047-73-0 α-<3.4.5-Trimethoxy-benzyliden>-β-<3.4.5-trimethoxy-benzyl>-γ-butyrolacton 
• 110397-80-3 (E)-α-(3,4,5-trimethoxybenzylidene)-β-(3,4,5-trimethoxybenzyl)-γ-butyrolactone 
• 115495-72-2 (3S,4R)-3-[Hydroxy-(3,4,5-trimethoxy-phenyl)-methyl]-4-(3,4,5-trimethoxy-benzyl)-dihydro-furan-2-one 
• 101751-72-8 trans-α-(3,4-methylenedioxybenzyl)-β-(3,4,5-trimethoxybenzyl)-γ-butyrolactone 
• 84736-37-8 bis<(butanolidyl-4)-3 methyl>-6,6' hexamethoxy-2,3,4,2',3',4' biphenyle 
• 71209-04-6 <(butanolidyl-4)-3 methyl>-6 formyl-2' methylenedioxy-4',5' trimethoxy-2,3,4 biphenyle 
• 115495-67-5 (2R*,3R*)-2,3-dihydroxymethyl-1,4-bis-(3,4,5-trimethoxyphenyl)butane 
• 61281-38-7 (+/-)-1,2,3,10,11,12-hexamethoxy-r-6,t-7-dimethyl-5,6,7,8-tetrahydrodibenzocyclooctene 
• 3571-40-2 (3aR,9S,9aR)-6,7,8-Trimethoxy-9-(3,4,5-trimethoxy-phenyl)-3a,4,9,9a-tetrahydro-3H-naphtho[2,3-c]furan-1-one 
• 14335-63-8 (1α,2β,3α)-6,7,8-trimethoxy-2,3-dimethyl-1-(3,4,5-trimethoxyphenyl)-1,2,3,4-tetrahydronaphthalene 
• 131318-38-2 C₂₂H₂₃⁽²⁾HO₇ 

Relevant articles and documents

Design and synthesis of novel arctigenin analogues for the amelioration of metabolic disorders

Analogues of the natural product (-)-arctigenin, an activator of adenosine monophosphate activated protein kinase, were prepared in order to evaluate their effects on 2-deoxyglucose uptake in L6 myotubes and possible use in ameliorating metabolic disorders. Racemic arctigenin 2a was found to display a similar uptake enhancement as does (-)-arctigenin. As a result, the SAR study was conducted utilizing racemic compounds. The structure-activity relationship study led to the discovery of key substitution patterns on the lactone motif that govern 2-deoxyglucose uptake activities. The results show that replacement of the para-hydroxyl group of the C-2 benzyl moiety of arctigenin by Cl has a pronounced effect on uptake activity. Specifically, analogue 2p, which contains the p-Cl substituent, stimulates glucose uptake and fatty acid oxidation in L6 myotubes.

A short synthesis of biologically active lignan analogues

β-Benzyl-γ-butyrolactones were synthesized in four transition metal catalysed reactions from butynediol, and alkylated to afford new, biologically active lignan analogues.

Simple synthesis of trans-α,β-dibenzyl-γ-butyrolactone lignans by diastereoselective reduction of α-benzylidene-β-benzyl-γ-butyralactones using NaBH4-NiCl2

trans-α,β-Dibenzyl-γ-butyrolactone lignans were synthesized by stereoselective reduction of α-benzylidene-β-benzyl-γ-butyrolactones using NaBH4-NiCl2. The reduction is found to proceed via conjugate addition of a hydride to an α-benz