93092-14-9

Usage

Uses

Used in Organic Synthesis:
3-Bromo-4,5-dimethoxyphenol is used as a building block in organic synthesis for constructing more complex molecules, which can be utilized in various applications across different industries.
Used in Pharmaceutical Industry:
3-Bromo-4,5-dimethoxyphenol is used as a starting material for the development of pharmaceutical compounds, leveraging its potential antioxidant and antimicrobial properties to contribute to the creation of novel therapeutic agents.
Used in Agriculture:
In the agricultural sector, 3-Bromo-4,5-dimethoxyphenol is used as a chemical intermediate for the synthesis of agrochemicals, including pesticides and herbicides, to help protect crops and enhance agricultural productivity.
Used in Materials Science:
3-Bromo-4,5-dimethoxyphenol is utilized in materials science for the development of new materials with specific properties, such as corrosion-resistant coatings, by taking advantage of its potential as a corrosion inhibitor in metal protection.

Upstream product

• 100668-76-6 Formic acid 3-bromo-4,5-dimethoxy-phenyl ester 
• 133129-56-3 1,2-dimethoxy-4-(methoxymethoxy)benzene 
• 121-33-5 vanillin 
• 2033-89-8 3,4-dimethoxyphenol 
• 6948-30-7 5-bromoveratralaldehyde 
• 2973-76-4 5-bromo-4-hydroxy-3-methoxybenzaldehyde 

Downstream Products

• 23030-39-9 1-bromo-2,3,5-trimethoxybenzene 
• 444119-57-7 2,3-dimethoxy-5-(4-methoxybenzyloxy)-benzonitrile 
• 444119-99-7 2,3-dimethoxy-5-(4-methoxybenzyloxy)-benzoic acid 
• 444119-58-8 2-[2,3-dimethoxy-5-(4-methoxybenzyloxy)-phenyl]-4,4-dimethyl-4,5-dihydro-oxazole 
• 444119-65-7 4'-bromomethyl-2-methoxy-4,2',6'-tris-(4-methoxybenzyloxy)-6-pent-4-enyl-biphenyl 
• 444119-64-6 [2'-methoxy-2,6,4'-tris-(4-methoxybenzyloxy)-6'-pent-4-enyl-biphenyl-4-yl]-methanol 
• 444119-93-1 4'-bromomethyl-6-hex-4-ynyl-2-methoxy-4,2',6'-tris-(4-methoxybenzyloxy)-biphenyl 
• 444119-90-8 [6'-hex-6-ynyl-2'-methoxy-2,6,4'-tris-(4-methoxybenzyloxy)-biphenyl-4-yl]-methanol 
• 444119-92-0 4'-bromomethyl-6-hept-6-enyl-2-methoxy-4,2',6'-tris-(4-methoxybenzyloxy)-biphenyl 
• 444119-89-5 [6'-hept-6-enyl-2'-methoxy-2,6,4'-tris-(4-methoxybenzyloxy)-biphenyl-4-yl]-methanol 
• 444119-94-2 4'-bromomethyl-2-methoxy-4,2',6'-tris-(4-methoxybenzyloxy)-6-oct-6-ynyl-biphenyl 
• 444119-91-9 [2'-methoxy-2,6,4'-tris-(4-methoxybenzyloxy)-6'-oct-6-ynyl-biphenyl-4-yl]-methanol 
• 444119-60-2 4'-(tert-butyldiphenylsilanyloxymethyl)-6-methoxy-4,2',6'-tris-(4-methoxybenzyloxy)-biphenyl-2-carbaldehyde 
• 444119-97-5 (Z)-3-Methoxy-5,24,25-tris-(4-methoxy-benzyloxy)-tricyclo[20.2.2.0^2,7]hexacosa-1⁽²⁵⁾,2⁽⁷⁾,3,5,11,22⁽²⁶⁾,23-heptaene 

Relevant academic research and scientific papers

Attempt to synthesize 2,3,5,4′-tetrahydroxystilbene derived from 2,3,5,4′-tetrahydroxystilbene-2-O-β-glucoside (THSG)

An attempt to synthesize aglycone 1 derived from 2,3,5,4′-tetrahydroxystilbene-2-O-β-glucoside (THSG) via the Wittig reaction and Mizoroki-Heck reaction is described. In the Wittig protocol, 2,3,5,4′-tetramethoxystilbene 2 was obtained. Additionally, a palladium-catalyzed Mizoroki-Heck reaction strategy yielded 2-aryl-2,3-dihydrobenzofuran 13 instead of derivative 12 in good yield.

PDE10 INHIBITORS AND RELATED COMPOSITIONS AND METHODS

Compounds that inhibit PDE10 are disclosed that have utility in the treatment of a variety of conditions, including (but not limited to) psychotic, anxiety, movement disorders and/or neurological disorders such as Parkinson's disease, Huntington's disease, Alzheimer's disease, encephalitis, phobias, epilepsy, aphasia, Bell's palsy, cerebral palsy, sleep disorders, pain, Tourette's syndrome, schizophrenia, delusional disorders, drug-induced psychosis and panic and obsessive-compulsive disorders. Pharmaceutically acceptable salts, stereoisomers, solvates and prodrugs of the compounds are also provided. Also disclosed are compositions containing a compound in combination with a pharmaceutically acceptable carrier, as well as methods relating to the use thereof for inhibiting PDE10 in a warm-blooded animal in need of the same.

Synthesis of the proposed structure of queenslandon

The proposed structure of the benzolactone queenslandon (6) was synthesized utilizing a triol containing building block prepared from d-ribose. While a ring-closing metathesis approach did not lead to the macrocycle, alkylation of a benzyl(phenyl)selane, elimination to generate the styrene double bond, followed by Mitsunobu macrolactonization proved to be successful. Spectral data suggest that the structure of queenslandon should be revised, probably to the C11 epimer.

The first total synthesis of vinaxanthone, a fungus metabolite possessing multiple bioactivities

Vinaxanthone (1) has been biomimetically synthesized from vanillin (2) through an intermolecular Diels-Alder cycloaddition between two molecules of the precursor 11. Copyright

MACROCYCLIC COMPOUNDS USEFUL AS PHARMACEUTICALS

The present invention provides compounds having formula (I), and additionally provides methods for the synthesis thereof and methods for the use thereof in the treatment of various disorders including inflammatory or autoimmune disorders, and disorders involving malignancy or increased angiogenesis, wherein R1 -R11, t, X, Y, Z, and n are as defined herein.

Total synthesis of the turrianes and evaluation of their DNA-cleaving properties

The first total synthesis of three naturally occurring cyclophane derivatives belonging to the turriane family of natural products is described. Their sterically hindered biaryl entity is formed by reaction of the Grignard reagent derived from aryl bromide 10 with the oxazoline derivative 18, and the macrocyclic tether of the targets is efficiently forged by ring closing metathesis. While conventional RCM catalyzed by the ruthenium-carbene complexes 33 or 34 invariably leads to the formation of mixtures of both stereoisomers with the undesirable (E)-alkene prevailing, ring closing alkyne metathesis (RCAM) followed by Lindlar reduction of the resulting cycloalkynes 37 and 38 opens a convenient and stereoselective entry into this class of compounds. RCAM can either be accomplished by using the tungsten alkylidyne complex [(tBuO)3W≡CCMe3] or by means of a catalyst formed in situ from [Mo(CO)6] and para-trifluoromethylphenol. The latter method is significantly accelerated when carried out under microwave heating. Furthermore, the judicious choice of the protecting groups for the phenolic-OH functions turned out to be crucial. PMB-ethers were found to be compatible with the diverse reaction conditions en route to 3-5; their cleavage, however, had to be carried out under carefully optimized conditions to minimize competing O-C PMB migration. Turrianes 3-5 are shown to be potent DNA cleaving agents under oxidative conditions when administered in the presence of copper ions.

Studies toward the total synthesis of popolohuanone E: enantioselective synthesis of 8-O-methylpopolohuanone E.

[structure: see text]. 8-O-methylpopolohuanone E (2) was synthesized in a highly convergent manner starting from the cis-fused decalin derivative accessible from the (-)-Wieland-Miescher ketone analogue. The synthetic method features a biogenetic-type annulation of the phenolic and quinone segments to regioselectively construct the central tricyclic ring system as the key step.

FORMAL TOTAL SYNTHESIS OF β-PIPITZOL

(+/-)-O-methylperezone (1b) was obtained by selective oxidative demethylation of (+/-)-leucoperezone trimethyl ether (4a).Compound (4a) was prepared by condensation of 2,3,5-trimethoxytoluene (5e) with 6-methyl-5-heptene-2-one, followed by reductive removal of the tertiary alcohol.The aromatic precursor 5e was prepared in four steps from 2,3-dimethoxytoluene (5a) and, alternatively, in three steps from 5-bromoveratraldehyde (6a).Racemic 1b and 4a were directly compared with the optically active molecules prepared from natural R(-)-perezone (1a).