22688-52-4

Upstream product

• 10548-83-1 1-(3,4-dimethoxyphenyl)propan-1-ol 
• 7350-60-9 3-(3,4-dimethoxyphenyl)-2-methylacrylic acid 
• 6379-72-2 1,2-dimethoxy-4-(E)-propenylbenzene 
• 7664-93-9 sulfuric acid 
• 93-15-2 1,2-dimethoxy-4-(2-propenyl)benzene 
• 93-16-3 Methylisoeugenol 
• 4043-71-4 isosafrole 
• 22688-82-0 (+/-)-5r-ethyl-7t-benzo[1,3]dioxol-5-yl-6c-methyl-6,7-dihydro-5H-indeno[5,6-d][1,3]dioxole 
• 120-58-1 isosafrole 
• 120-14-9 3,4-dimethoxy-benzaldehyde 
• 1835-04-7 ethyl 3,4-dimethoxyphenyl ketone 
• 74-88-4 methyl iodide 
• 77-78-1 dimethyl sulfate 
• 7647-01-0 hydrogenchloride 

Downstream Products

• 82005-32-1 (+/-)-5.6-dimethoxy-2c-methyl-1r-ethyl-3c-(6-bromo-3.4-dimethoxy-phenyl)-indan 
• 15462-91-6 3-[2-(3,4-dimethoxybenzoyl)-4,5-dimethoxyphenyl]pentan-2-one 
• 7249-36-7 2-(3,4-Dimethoxy-benzoyl)-4,5-dimethoxy-benzoic acid 
• 93-07-2 Veratric acid 
• 120-80-9 benzene-1,2-diol 

Relevant academic research and scientific papers

Gold-Catalyzed Dimeric Cyclization of Isoeugenol and Related 1-Phenylpropenes in Ionic Liquid: Environmentally Friendly and Stereoselective Synthesis of 1,2,3-Trisubstituted 2,3-Dihydro-1 H -indenes

Gold-catalyzed dimerization of isoeugenol and related 1-phenylpropenes in ionic liquid enabled environmentally friendly, stereoaselective synthesis of 1,2,3-trisubstituted 2,3-dihydro-1H-indenes. Dimerization of isoeugenol or isohomogenol afforded diisoeu

Stereocontrolled syntheses of (-)- And (+)-γ-diisoeugenol along with optically active eight stereoisomers of 7,8′-epoxy-8,7′-neolignan

It was shown that reduction of the tertiary benzylic hydroxy group of (2R,3S,4R,5S)-3,5-bis(4-benzyloxy-3-methoxyphenyl)-2,4-dimethyltetrahydro-3-furanol 17 followed by the intramolecular Friedel-Crafts reaction gave exclusively indane with (7S,7′S,8R,8′R)-2,7′-cyclo-7,8′-neolignan structure 18 along with (7S,7′R,8S,8′R)-7,8′-epoxy-8,7′-neolignan structure 19. Indane 18 was converted to (-)-γ-diisoeugenol ((-)-4). On the other hand, (2S,3R,4R,5S)-3,5-bis(4-benzyloxy-3-methoxyphenyl)-2,4-dimethyltetrahydro-3-furanol 22 did not afford indane, but the tetrahydrofuran structure with (7S,7′S,8S,8′S)-7,8′-epoxy-8,7′-neolignan structure 23 and 7′-epi-23.

First green protocols for the large-scale preparation of γ-diisoeugenol and related dihydro(1H)indenes via formal [3+2] cycloaddition reactions

Trans-isoeugenol and related styrenes (trans-isohomogenol or O-benzylated isoeugenol), important components of the essential oil of various tropical plants, dimerize easily in the presence of catalytic amounts of BF3·OEt2 in poly(ethylene glycol) with Mn = 400 (PEG-400) or SiO2-OSO3H in MeCN via formal [3+2] cycloaddition reaction to give respective natural products (diisoeugenol and its O-substituted analog) with the 1,2-trans-2,3-trans-configuration in excellent yields. γ-Diisoeugenol scale-up preparation has also been described.

Anomalous behaviour of Pd(II) on phenylpropanoids

Exposure of phenylpropanoids like methyleugenol, eugenol and methylchavicol to Pd(II) chloride in acetic acid results in α,β linked unsymmetrical dimers. Dimeric coupling is characteristic of phenylpropanoids whereas cyclisation to indanes require the pre

Studies on chromium trioxide-based oxidative coupling reagents and synthesis of lignan-cagayanone

Oxidation of 1-arylprop-1-enes by using the reagent system CrO3-HClO4- CH3CN at 0-5°C gave seven products from methyl isoeugenol, five from ethyl isoeugenol, four from benzyl isoeugenol, and five from isosafrole. Cagayanone was obtained from isosafrole in one step. The structures of the products were elucidated and the mechanism of their formation is discussed.

Synthesis of r-1-Ethyl-t-2-methyl-t-3-arylindans

Although there are four possible racemates of the 1-ethyl-2-methyl-3-arylindans (α, β, γ and δ), only three (α, β and γ) have been synthesized or obtained from propenylbenzenes with acid reagents.Now we present a synthetic route for the preparation of the

Reaction of some N-acyl-1-alkylamines with polyphosphoric ester PPE: nuclear magnetic resonance and stereochemistry of reaction products

Phenylindanes were obtained from the reaction of N-acyl-1-arylalkylamines with polyphosphoric ester (PPE). cis-1-Methyl-3-(3,4-dimethoxyphenyl)-5,6-dimethoxyindane was synthesized to determine which stereoisomer was produced by N-formyl and N-acetyl-1-(3,4-dimethoxyphenyl)ethylamine with PPE.Nuclear magnetic resonance specta (1H and 13C) of several mono-, 1,3-di-, and 1,2,3-tri-substituted indanes were fully analyzed to provide information on steric interactions and conformation of the cyclopentene ring.Possible cyclodimerization pathways are proposed.