130008-79-6

Basic information

• Product Name: rel-4-[(2R,3R)-4-(1,3-Benzodioxol-5-yl)-2,3-diMethylbutyl]-2-Methoxyphenol
• Synonyms: rel-4-[(2R,3R)-4-(1,3-Benzodioxol-5-yl)-2,3-diMethylbutyl]-2-Methoxyphenol
• CAS NO: 130008-79-6
• Molecular Formula: C20H24O4
• Molecular Weight: 328.40216
• Product Categories: Aromatics, Isotope Labelled Compounds, Miscellaneous Reagents
• Mol File: 130008-79-6.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: rel-4-[(2R,3R)-4-(1,3-Benzodioxol-5-yl)-2,3-diMethylbutyl]-2-Methoxyphenol(CAS DataBase Reference)
• NIST Chemistry Reference: rel-4-[(2R,3R)-4-(1,3-Benzodioxol-5-yl)-2,3-diMethylbutyl]-2-Methoxyphenol(130008-79-6)
• EPA Substance Registry System: rel-4-[(2R,3R)-4-(1,3-Benzodioxol-5-yl)-2,3-diMethylbutyl]-2-Methoxyphenol(130008-79-6)

Safety Data

• Hazardous Substances Data: 130008-79-6(Hazardous Substances Data)

Usage

Uses

rel-4-[(2R,3R)-4-(1,3-Benzodioxol-5-yl)-2,3-dimethylbutyl]-2-methoxyphenol is used in the synthesis of lignans, compounds, which show a broad range of biological activities.

Upstream product

• 63057-72-7 2-benzyloxy-5-bromoanisole 
• 2635-13-4 1,2-(methylenedioxy)-4-bromobenzene 
• 78919-28-5 (+)-chicanine 
• 124605-67-0 5-((2R,3R)-4-Benzo[1,3]dioxol-5-yl-2,3-dimethyl-butyl)-2-p-tolylsulfanylmethoxy-phenol 
• 55890-23-8 threo-austrobailignan-5 

Downstream Products

• 24150-24-1 terameprocol 

Relevant articles and documents

Synthesis of Lignans Based on a Borate-mediated One-pot Sequential Suzuki-Miyaura Coupling of Cyclic Boranes

Lignans are a group of polyphenolic phytochemicals that possess a large spectrum of chemical structures and biological activities. Here the syntheses of lignans – anwulignan, burseran, dehydroxycubebin, ruburisandrin B, and sesamin – are achieved based on a borate-mediated one-pot sequential Suzuki-Miyaura coupling of cis- and trans-fused bicyclic boranes, which were prepared by diastereoselective cyclic hydroboration of exo-cyclic diene with cyclopentyl- and thexylboranes, respectively. A one-pot sequential Suzuki-Miyaura coupling of each cyclic borate with various aryl bromides initiated by activation of the cyclic borane with the carbon nucleophile provided 2,3-dibenzylbutane derivatives with different aromatic substituents. Finally, the syntheses of naturally occurring lignans were accomplished in several steps from the products of Suzuki-Miyaura coupling.

The structure of chicanine, a new lignan from Schisandra sp.

A new lignan, chicanine, isolated from the fruit of Schisandra sp., is shown to possess structure 1, 2S-(3-methoxy-4-hydroxyphenyl)-3R,4S-dimethyl-5S-(3,4-methylenedioxyphenyl)tetrahydrofuran, from spectra analysis and chemical conversions.The tetrahydrof