20736-28-1

Usage

Uses

Used in Organic Synthesis:
4,5-DIMETHOXY-2-METHYLBENZOIC ACID is used as an intermediate in organic synthesis for the production of various compounds and drugs. Its unique structure allows for the creation of a wide range of chemical entities, making it a valuable component in the synthesis process.
Used in Pharmaceutical Research:
In the pharmaceutical industry, 4,5-DIMETHOXY-2-METHYLBENZOIC ACID is used as a research intermediate to develop new drugs. Its potential biological and pharmacological properties, such as anti-inflammatory and analgesic effects, make it a promising candidate for the development of medications targeting pain and inflammation.
Used in Chemical Production:
4,5-DIMETHOXY-2-METHYLBENZOIC ACID is utilized in the chemical production industry as a key component in the manufacturing of various chemical products. Its versatility and reactivity contribute to the synthesis of a broad spectrum of chemical compounds.
Safety Considerations:
It is important to handle 4,5-DIMETHOXY-2-METHYLBENZOIC ACID with care, as it may cause irritation to the skin and eyes. Proper safety measures, such as wearing protective gear and working in a well-ventilated area, should be taken to minimize potential hazards during its use in various applications.

Upstream product

• 7721-62-2 4,5-dimethoxy-2-methylbenzaldehyde 
• 58814-69-0 4,5-dimethoxy-2-methyl-benzonitrile 
• 24186-66-1 2-methyl-4,5-dimethoxybenzaldehyde 
• 103477-58-3 2-(2-bromo-4,5-dimethoxyphenyl)-1,3-dioxolane 
• 93-51-6 2-Methoxy-4-methylphenol 
• 494-99-5 1,2-dimethoxy-4-methylbenzene 
• 41864-45-3 4,5-dimethoxy-2-methylaniline 
• 59550-79-7 (4,5-dimethoxy-2-vinyl-benzyl)-trimethyl-ammonium; iodide 
• 124-38-9 carbon dioxide 
• 52806-46-9 1-bromo-4,5-dimethoxy-2-methylbenzene 
• 598-30-1 sec.-butyllithium 
• 93-07-2 Veratric acid 
• 74-88-4 methyl iodide 
• 120-14-9 3,4-dimethoxy-benzaldehyde 

Downstream Products

• 614-13-1 2-methoxy-5-methyl-1,4-benzoquinone 
• 50525-09-2 methyl 4,5-dimethoxy-2-methylbenzoate 
• 91940-89-5 4,5-dimethoxy-2-methylbenzoyl chloride 
• 577-68-4 m-hemipinic acid 
• 113975-92-1 N,N-diethyl-4,5-dimethoxy-2-methyl-benzamide 
• 127531-40-2 4,5-dihydroxy-2-methylbenzoic acid 
• 7537-05-5 1-(chloromethyl)-4,5-dimethoxy-2-methylbenzene 
• 90926-82-2 2-Methyl-4,5-dimethoxy-benzylalkohol 
• 15365-26-1 2-(bromomethyl)-4,5-dimethoxybenzoic acid ethyl ester 
• 63005-36-7 methyl 2-(bromomethyl)-4,5-dimethoxybenzoate 
• 15364-83-7 4,5-Dimethoxy-2-methyl-benzoesaeure-aethylester 

Relevant academic research and scientific papers

Donepezil oxidation: complementary chemical and spectroscopic exploration of products, mechanism and kinetics

Oxidation is a vital step of drug metabolism and hence a pharmaceutically relevant process. This study explores the potential of Donepezil, a widely used drug against mild to moderately severe Alzheimer's disease, to undergo oxidation using a mild, versatile oxidant Chloramine-T in acidic medium. A first-order dependency of rate on Donepezil and oxidant, fractional-order dependency on acid medium, independency of the rate on ionic concentration and an elevation of rate with increasing dielectric constant are revealed by the kinetic studies. The stoichiometry, thermodynamic properties, rate equation, mechanistic details are outlined, and identification of reaction products is supported by consistent oxidative degradation related UV, IR, 1H NMR and mass spectroscopic data. The spectroscopic results are in good agreement with theoretical predictions, providing an insight and deepen the understanding of oxidative metabolic pathway of Donepezil.

Isoquinoline Derivatives, Methods of Synthesis and Uses Thereof

Described herein are compounds, pharmaceutical compositions and methods of using these compounds and pharmaceutical compositions for treating and/or preventing conditions such as amyotrophic lateral sclerosis. These compounds and pharmaceutical compositions are also useful as antivirals and antimicrobial agents.

Preparation method for o-tolylacetic acid aryl formic acid derivative

The invention discloses a preparation method for an o-tolylacetic acid aryl formic acid derivative. According to the method, new C-C bonds can be formed, the organic o-tolylacetic acid aryl formic acid derivative is obtained, the good functional group tolerance is achieved, and the o-tolylacetic acid aryl formic acid derivative which cannot be easily obtained by adopting other methods can be synthesized; according to the method, adopted raw materials are easy to obtain, the yield is high, the reaction conditions are mild, the substrate range is wide, and after-treatment is simple and green.

Palladium-Catalyzed ortho-C-H Methylation of Benzoic Acids

A palladium-catalyzed methylation of C-H bonds of benzoic acids with di-tert-butyl peroxide as the methylating reagent under an external oxidant and ligand-free conditions has been achieved. The reaction is found to be directed by a weakly coordinating carboxyl group, offering a facile route for the synthesis of highly functionalized ortho-methyl benzoic acids.

Iron-Catalyzed Ortho C-H Methylation of Aromatics Bearing a Simple Carbonyl Group with Methylaluminum and Tridentate Phosphine Ligand

Iron-catalyzed C-H functionalization of aromatics has attracted widespread attention from chemists in recent years, while the requirement of an elaborate directing group on the substrate has so far hampered the use of simple aromatic carbonyl compounds such as benzoic acid and ketones, much reducing its synthetic utility. We describe here a combination of a mildly reactive methylaluminum reagent and a new tridentate phosphine ligand for metal catalysis, 4-(bis(2-(diphenylphosphanyl)phenyl)phosphanyl)-N,N-dimethylaniline (Me2N-TP), that allows us to convert an ortho C-H bond to a C-CH3 bond in aromatics and heteroaromatics bearing simple carbonyl groups under mild oxidative conditions. The reaction is powerful enough to methylate all four ortho C-H bonds in benzophenone. The reaction tolerates a variety of functional groups, such as boronic ester, halide, sulfide, heterocycles, and enolizable ketones.

Synthesis and crystal structure of (4s)-4-benzyl-3-(4,5-dimethoxy-2-methylbenzoyl)- 2,2-dimethyl-1,3-oxazolidine

The synthesis of (4S)-4-benzyl-3-(4,5-dimethoxy-2-methylbenzoyl)- 2,2-dimethyl-1,3-oxazolidine 6 was performed in 7 steps starting from veratraldehyde 7. A new oxidizing system TBHP-ebselen 12 was used for oxidation of 4,5-dimethoxy-2-methylbenzaldehyde 11 into carboxylic acid 13, being the crucial step of the synthesis. The latter was transformed first to chiral amide 14 using (S)-phenylalaninol and then cyclised to oxazolidine 6. The spatial structure and the absolute configuration of the latter one was confirmed by X-ray study.

Total synthesis of aristolactams via a one-pot Suzuki-Miyaura coupling/aldol condensation cascade reaction

(Chemical Equation Presented) A direct one-pot synthesis of phenanthrene lactams, which employs a Suzuki -Miyaura coupling/aldol condensation cascade reaction of isoindolin-1-one with 2-formylphenylboronic acid, has been developed. The approach is used to

First total synthesis of the phenolic 7,8-dihydro-8-oxoprotoberberine alkaloid, cerasonine

First total synthesis of the phenolic protoberberine, cerasonine, was accomplished through a coupling reaction between o-toluamide and benzonitrile. This key step provided the 3-arylisoquinoline which was then successfully converted to 7,8-dihydro-8-oxoprotoberberine through an intramolecular S N2 reaction.

Studies on the structure and biosynthesis of tridentoquinone and related meroterpenoids from the mushroom Suillus tridentinus (Boletales)

Tridentoquinone (1), the main pigment of Suillus tridentinus, is accompanied by the known meroterpenoid bolegrevilol (3) and a dimer, tridentorubin (5). The absolute configuration of 1 was unambiguously established by a single-crystal X-ray analysis of the corresponding (-)-camphanoate. The structure of 5 was elucidated by 2D NMR techniques including a 2D INADEQUATE experiment. Feeding experiments with [1-13C]-labeled 4-hydroxybenzoic acid (6*) and 3,4-dihydroxybenzoic acid (7*) proved the incorporation of these precursors into all three metabolites. Tridentoquinone (1) was monolabeled at C-1 suggesting the formation of the ansa ring by oxidative cyclisation of 2-geranylgeranyl-6-hydroxybenzoquinone (10). This was supported by the isolation of the expected intermediate, deoxytridentoquinone (11), from the mushroom extract. Tridentorubin (5) may be formed by addition of precursor 10 to tridentoquinone (1). This hypothesis is backed up by the in vitro formation of an analogous product 13 from 1 and 1,4-benzoquinone. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.

Competition of substituents for ortho direction of metalation of veratric acid

LTMP (5 equiv) metalates randomly veratric acid (1). Under external quench conditions, the thermodynamically more stable lithium 2-lithio-3,4-dimethoxybenzoate (2) reacts with a variety of electrophiles to give versatile building units that are not easily accessible by conventional means. Under in situ quench conditions (LTMP/TMSCl), a reversal of regioselectivity is observed and 6-trimethylsilyl-3,4-dimethoxybenzoic acid (10) is formed predominantly.