137255-18-6

Basic information

• Product Name: Furan, tetrahydro-3,4-dimethyl-2,5-bis(3,4,5-trimethoxyphenyl)-, (2S,3S,4S,5S)-
• CAS NO: 137255-18-6
• Molecular Formula: C24H32O7
• Molecular Weight: 432.514
• Mol File: 137255-18-6.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Furan, tetrahydro-3,4-dimethyl-2,5-bis(3,4,5-trimethoxyphenyl)-, (2S,3S,4S,5S)-(CAS DataBase Reference)
• NIST Chemistry Reference: Furan, tetrahydro-3,4-dimethyl-2,5-bis(3,4,5-trimethoxyphenyl)-, (2S,3S,4S,5S)-(137255-18-6)
• EPA Substance Registry System: Furan, tetrahydro-3,4-dimethyl-2,5-bis(3,4,5-trimethoxyphenyl)-, (2S,3S,4S,5S)-(137255-18-6)

Safety Data

• Hazardous Substances Data: 137255-18-6(Hazardous Substances Data)

Upstream product

• 487-12-7 1,2,3-trimethoxy5(prop1en1yl)benzene 
• 487-12-7 Isoelemicin 

Downstream Products

• 61281-38-7 (8R,8'R)-deoxyschizandrin 
• 75597-96-5 (2R,3R)-2,3-dimethyl-1,4-bis(3,4,5-trimethoxyphenyl)butane 
• 124151-39-9 (7S,8S,8'R)-7-hydroxy-3,4,5,3',4',5'-hexamethoxy-8,8'-neolignan 
• 50513-74-1 trans-1-(3',4',5'-Trimethoxy-phenyl)-2,3-dimethyl-6,7,8-trimethoxy-1,2-dihydronaphthalin 

Relevant articles and documents

Bioinspired total synthesis of tetrahydrofuran lignans by tandem nucleophilic addition/redox isomerization/oxidative coupling and cycloetherification reactions as key steps

A very short three-step approach to trans,trans,trans-2,5-diaryl-3,4-dimethyltetrahydrofuran lignans is reported. The carbon skeleton is assembled in a single step based on an unprecedented tandem reaction consisting of 1,2-addition of aryllithium reagents to α,β-unsaturated aldehydes, ruthenium-catalyzed redox isomerization of the resulting alkoxides to enolates and their dimerization triggered by single electron oxidation. The resulting 2,3-dialkyl-1,4-diketones form with moderate to good d/l-diastereoselectivity and are transformed to the target tetrahydrofuran lignans by reduction and diastereoselective cycloetherification.

New Reagent System containing CrO3 and Syntheses of Neo-lignans

Oxidations of 1-arylprop-1-enes by the new reagent systems, CrO3-HBF4-MeCN or CrO3-HClO4-MeCN gave the 4-aryltetralones (1a) and (1c), and the tetrahydrofuran (3) which are precursor molecules for aryltetrahydronaphthalene and tetrahydrofuran neo-lignans.