101751-72-8

Basic information

• Product Name: 2(3H)-Furanone,3-(1,3-benzodioxol-5- ylmethyl)dihydro-4-[(3,4,5-trimethoxyphenyl)- methyl]-,(3R,4R)-
• Synonyms: isoyatein;(3R,4R)-3-Benzo[1,3]dioxol-5-ylmethyl-4-(3,4,5-trimethoxy-benzyl)-dihydro-furan-2-one
• CAS NO: 101751-72-8
• Molecular Formula: C22H24O7
• Molecular Weight: 400.42
• Mol File: 101751-72-8.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 2(3H)-Furanone,3-(1,3-benzodioxol-5- ylmethyl)dihydro-4-[(3,4,5-trimethoxyphenyl)- methyl]-,(3R,4R)- (CAS DataBase Reference)
• NIST Chemistry Reference: 2(3H)-Furanone,3-(1,3-benzodioxol-5- ylmethyl)dihydro-4-[(3,4,5-trimethoxyphenyl)- methyl]-,(3R,4R)- (101751-72-8)
• EPA Substance Registry System: 2(3H)-Furanone,3-(1,3-benzodioxol-5- ylmethyl)dihydro-4-[(3,4,5-trimethoxyphenyl)- methyl]-,(3R,4R)- (101751-72-8)

Safety Data

• Hazardous Substances Data: 101751-72-8(Hazardous Substances Data)

Upstream product

• 119239-40-6 (R)-(+)-methyl α-(3,4,5-trimethoxybenzyl)hemisuccinate 
• 119138-93-1 (+/-)-4-(3,4,5-trimethoxyphenyl)-3-methoxycarbonylbutanoic acid 
• 2606-51-1 3,4-Methylenedioxybenzyl bromide 
• 76763-88-7 (R)-dihydro-4-(3,4,5-trimethoxybenzyl)furan-2(3H)-one 
• 99557-74-1 (E)-ethyl 4-<3,4-(methylenedioxy)phenyl>but-2-enoate 
• 6543-34-6 benzo[1,3]dioxol-5-yl-acetaldehyde 
• 7154-01-0 3-(3,4-methylenedioxyphenyl)-1,2-propanediol 
• 94-59-7 1-allyl-3,4-methylenedioxybenzene 
• 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 
• 1878-29-1 ethyl (E)-3-(3,4,5-trimethoxyphenyl)acrylate 
• 1338823-56-5 (E)-4-(3,4-methylenedioxyphenyl)but-2-en-1-ol 
• 84736-30-1 (trimethoxy-3,4,5 benzylidene) α-hemisuccinate de methyle 

Downstream Products

• 131318-44-0 (3R,4S)-3-Benzo[1,3]dioxol-5-ylmethyl-3-hydroxy-4-(3,4,5-trimethoxy-benzyl)-dihydro-furan-2-one 
• 131318-44-0 (3R,4R)-3-Benzo[1,3]dioxol-5-ylmethyl-3-hydroxy-4-(3,4,5-trimethoxy-benzyl)-dihydro-furan-2-one 
• 131318-38-2 C₂₂H₂₃⁽²⁾HO₇ 
• 131318-38-2 C₂₂H₂₃⁽²⁾HO₇ 
• 73149-51-6 (-)-Dihydroclusin 

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.

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

A synthesis of α-substituted trans-α, β-dibenzyl-γ-butyrolactones: Diastereofacial differentiation in the electrophilic attack on the metal enolates of α, β-dibenzyl-γ-butyrolactones

α-Substituted trans-α, β-dibenzyl-γ-butyrolactones were synthesized in a diastereoselective manner by the reaction of the potassium enolates of α, β-dibenzyl-γbutyrolactones with electrophiles. The method was applied to the synthesis of (±)trachelogenin.