62211-17-0

Usage

Chemical class

Indan molecules

Explanation

1α-(3,4-Dimethoxyphenyl)-2β-methyl-3β-ethyl-5,6-dimethoxyindan belongs to the class of indan molecules, which are known for their potential pharmaceutical applications.
2. Dimethoxyphenyl group

Explanation

The compound has a 3,4-dimethoxyphenyl group attached to the 1α position, which may contribute to its biological activity and potential pharmaceutical applications.
3. Methyl group at the 2β position

Explanation

A methyl group is present at the 2β position of the compound, which can influence its chemical reactivity and physical properties.
4. Ethyl group at the 3β position
5. Dimethoxy groups on the indan ring

Explanation

Two dimethoxy groups are present on the indan ring (at the 5 and 6 positions), which can impact the compound's electronic properties and potential biological activity.
6. Complex structure

Explanation

The compound has a complex structure with various functional groups and substitutions, which may determine its biological activity and potential use in medicinal chemistry.
7. Potential pharmaceutical applications

Explanation

Due to its chemical structure and class, 1α-(3,4-Dimethoxyphenyl)-2β-methyl-3β-ethyl-5,6-dimethoxyindan may have potential pharmaceutical applications, although further research is needed to fully understand its properties and potential uses.

Upstream product

• 145351-49-1 1-(3,4-dimethoxyphenyl)-t-3-ethyl-5,6-dimethoxy-t-2-methylindan-r-1-ol 
• 10548-83-1 1-(3,4-dimethoxyphenyl)propan-1-ol 
• 7647-01-0 hydrogenchloride 
• 6379-72-2 1,2-dimethoxy-4-(E)-propenylbenzene 
• 120-14-9 3,4-dimethoxy-benzaldehyde 
• 93-16-3 Methylisoeugenol 
• 58045-93-5 cis-1,2-Di-(3,4-dimethoxyphenyl)-anti-cis-3,4-dimethylcyclobutane 
• 93-15-2 1,2-dimethoxy-4-(2-propenyl)benzene 
• 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 
• 74-88-4 methyl iodide 
• 77-78-1 dimethyl sulfate 
• 7664-93-9 sulfuric acid 
• 22688-82-0 diisosafrole 
• 7350-60-9 3-(3,4-dimethoxyphenyl)-2-methylacrylic acid 

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 
• 120-80-9 benzene-1,2-diol 
• 7249-36-7 2-(3,4-Dimethoxy-benzoyl)-4,5-dimethoxy-benzoic acid 
• 93-07-2 Veratric acid 

Relevant academic research and scientific papers

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.

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

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

Monofluoro analogs of eugenol methyl ether as novel attractants for the oriental fruit fly

Monofluoro analogs of eugenol methyl ether as potential attractants for the Oriental fruit fly (Bactrocera dorsalis, Hendel) were synthesized using selective fluorination reactions: electrophilic hydro- and iodofluorination, fluorodehydroxylation with (diethylamido)sulfur trifluoride (DAST), and Wittig fluoroolefination through the stabilized ylides. Unusual reduction of the double bond was detected in a reaction of eugenol methyl ether with pyridinium poly(hydrogen fluoride). Bis[(3,4-dimethoxyphenyl)alkyl] carbonates were identified as the novel nucleophilic substitution products of the intermediate generated from the reaction of 3,4-dimethoxybenzenealkanols with DAST. Reductive desulfonylation of fluorovinyl sulfone 24-(Z) with sodium amalgam afforded 1,2-dimethoxy-4-(3-fluoro-2-propenyl)benzene (E/Z = 85: 15) which was highly attractive to the Oriental fruit fly.

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

Radical-Cation-Initiated Diels-Alder Di- and Trimerization of 3,4-Dimethoxypropenylbenzene: Stereochemical Correlation with the Lignans Galbulin and Isogalbulin

Diels-Alder reactions of methylisoeugenol (3,4-dimethoxypropenylbenzene, 1) initiated by the radical cation tris(p-bromophenyl)aminium hexachloroantimonate (BAHA) lead to the naphthalene regioisomers 7 and 8 as well as the trimers 9-15.The radical-cation origins of these products have been established through detailed regio- and stereochemical studies which indicate that the initial Diels-Alder step proceeds with (1) a lack of regiospecificity and (2) a preference for the endo rather than the exo reaction configuration.The number of regio- and stereoisomers is substantially reduced in the BAHA-initiated rearrangement of the cyclobutane 16, which affords only the naphthalene 7 and the trimers 11-13.While the initial Diels-Alder step provides the same stereochemistry that is found in the lignans galbulin (3) and isogalbulin (5), the formation of the regioproducts (8, 14, and 15) and the involvement of a third unit of 1 to form the trimers (9-15) preclude any straightforward correlation of radical-cation Diels-Alder reactions with the biosynthesis of the aryltetralin lignans.

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.