65976-77-4

Usage

Uses

Used in Pharmaceutical Industry:
Ethyl 2-(3,5-dimethoxyphenyl)acetate is utilized as an active pharmaceutical ingredient for its antifungal and antibacterial properties, contributing to the development of drugs that combat various infections.
Used in Organic Synthesis:
As a precursor in organic synthesis, ethyl 2-(3,5-dimethoxyphenyl)acetate is employed in the creation of a range of biologically active compounds, expanding its utility in the synthesis of new chemical entities with potential therapeutic applications.
Used in Research and Development:
In the realm of research and development, ethyl 2-(3,5-dimethoxyphenyl)acetate is leveraged for its potential to contribute to the discovery and formulation of novel drugs and medicines, underpinning its significance in advancing pharmaceutical innovation.

Upstream product

• 64-17-5 ethanol 
• 17213-59-1 2-diazo-1-(3,5-dimethoxyphenyl)ethanone 
• 4670-10-4 (3,5-dimethoxyphenyl)acetic acid 
• 13388-75-5 3,5-dimethoxyphenylacetonitrile 
• 1071-46-1 hydrogen ethyl malonate 
• 1032400-18-2 2-(3,5-dimethoxyphenyl)-5,5-dimethyl-1,3,2-dioxaborinane 
• 15601-07-7 2-(3,5-dimethoxyphenyl)acetyl chloride 
• 20469-65-2 1-bromo-3,5-dimethoxybenzene 
• 105-53-3 diethyl malonate 
• 7051-16-3 1-chloro-3,5-dimethoxybenzene 
• 5764-82-9 bromo(2-ethoxy-2-oxoethyl)zinc 
• 6148-64-7 ethyl potassium malonate 
• 17213-57-9 3,5-dimethoxybenzoyl chloride 
• 6652-32-0 3,5-dimethoxybenzylchloride 

Downstream Products

• 4670-10-4 (3,5-dimethoxyphenyl)acetic acid 
• 7417-20-1 3,5-dimethoxyphenethyl alcohol 
• 855365-69-4 1-(3,5-dimethoxy-phenyl)-pentane-2,4-dione 
• 66761-54-4 ethyl 2-(2-formyl-3,5-dimethoxyphenyl)acetate 
• 773851-56-2 4-(3,5-dimethoxy-phenyl)-2H-isoxazol-5-one 
• 157197-15-4 dimethyl 4-(3',5'-dimethoxybenzyl)-6-ethyl-2-hydroxyisophthalate 
• 157197-16-5 4-(3',5'-dimethoxybenzyl)-6-ethyl-2-hydroxyisophthalic acid 
• 87656-89-1 5,7-dimethoxy-3,4-dihydro-2(1H)-naphthalenone 
• 87656-98-2 ethyl 3-<2,4-dimethoxy-6-(carbethoxymethyl)phenyl>propenoate 
• 87656-93-7 7,9-dimethoxy-4-benzyl-1,2,3,4,5,6-hexahydrobenzoquinoline 
• 87656-99-3 ethyl 3-<2,4-dimethoxy-6-(carbethoxymethyl)phenyl>propanoate 
• 87656-92-6 7,9-dimethoxy-4-benzyl-1,4,5,6-tetrahydrobenzoquinolin-3(2H)-one 
• 87656-96-0 trans-7,9-dimethoxy-4-benzyl-1,2,3,4,4a,5,6,10b-octahydrobenzoquinoline 
• 87656-94-8 cis-7,9-dimethoxy-4-benzyl-1,2,3,4,4a,5,6,10b-octahydrobenzoquinoline 

Relevant academic research and scientific papers

Copper-Catalyzed Ullmann-Type Coupling and Decarboxylation Cascade of Arylhalides with Malonates to Access α-Aryl Esters

We have developed a high-efficiency and practical Cu-catalyzed cross-coupling to directly construct versatile α-aryl-esters by utilizing readily available aryl bromides (or chlorides) and malonates. These gram-scale approaches occur with turnovers of up to 1560 and are smoothly conducted by the usage of a low catalyst loading, a new available ligand, and a green solvent. A variety of functional groups are tolerated, and the application occurs with α-aryl-esters to access nonsteroidal anti-inflammatory drugs (NSAIDs) on the gram scale.

Coupling of Reformatsky Reagents with Aryl Chlorides Enabled by Ylide-Functionalized Phosphine Ligands

The coupling of aryl chlorides with Reformatsky reagents is a desirable strategy for the construction of α-aryl esters but has so far been substantially limited in the substrate scope due to many challenges posed by various possible side reactions. This limitation has now been overcome by the tailoring of ylide-functionalized phosphines to fit the requirements of Negishi couplings. Record-setting activities were achieved in palladium-catalyzed arylations of organozinc reagents with aryl electrophiles using a cyclohexyl-YPhos ligand bearing an ortho-tolyl-substituent in the backbone. This highly electron-rich, bulky ligand enables the use of aryl chlorides in room temperature couplings of Reformatsky reagents. The reaction scope covers diversely functionalized arylacetic and arylpropionic acid derivatives. Aryl bromides and chlorides can be converted selectively over triflate electrophiles, which permits consecutive coupling strategies.

Discovery of Selective, Covalent FGFR4 Inhibitors with Antitumor Activity in Models of Hepatocellular Carcinoma

Hepatocellular carcinoma (HCC) accounts for a majority of primary liver cancer and is one of the most common forms of cancer worldwide. Aberrant signaling of the FGF19-FGFR4 pathway leads to HCC in mice and is hypothesized to be a driver in FGF19 amplifie

Stereoselective Total Synthesis of (-)-(2 S,4 R)-3′-Methoxyl Citreochlorol: Preparation and Use of New Proline-Based Auxiliary for Asymmetric Acetate Aldol Reaction

The first stereoselective total synthesis of (-)-(2S,4R)-3′-methoxy citreochlorol and (-)-(2S,4S)-3′-methoxy citreochlorol is demonstrated. A proline-based imidazolidinone was synthesized and used as chiral auxiliary for asymmetric acetate aldol reaction to generate initial chirality in the targeted molecule. Geminal dichloromethane functionality was introduced by the addition of in situ generated dichloromethyllithium to Weinreb's amide functional group.

Preparation of Organic Nitrates from Aryldiazoacetates and Fe(NO3)3·9H2O

A thermal protocol is reported for the formal insertion of nitric acid into aryldiazoacetates using Fe(NO3)3·9H2O. This strategy is mild and high yielding and allows the preparation of a large variety of members of an unprecedented family of organic nitrates. The nitrate group can be also readily transformed into other functional groups and heterocyclic moieties and can possibly allow new biological explorations of untapped potential associated with their NO-releasing ability.

Ambient Decarboxylative Arylation of Malonate Half-Esters via Oxidative Catalysis

We report decarboxylative carbonyl α-arylation by coupling of arylboron nucleophiles with malonic acid derivatives. This process is enabled by the merger of aerobic oxidative Cu catalysis with decarboxylative enolate interception reminiscent of malonyl-CoA reactivity in polyketide biosynthesis. This method enables the synthesis of monoaryl acetate derivatives containing electrophilic functional groups that are incompatible with existing α-arylation reactivity paradigms. The utility of the reaction is demonstrated in drug intermediate synthesis and late-stage functionalization.

HETEROARYL COMPOUNDS AND USES THEREOF

The present invention relates to compounds useful as inhibitors of protein kinases, containing a cysteine residue in the ATP binding site. The invention further provides for pharmaceutically acceptable compositions comprising therapeutically effective amounts of one or more of the protein kinase inhibitor compounds and methods of using said compositions in the treatment of cancers and carcinomas.

Relative impact of 3- and 5-hydroxyl groups of cytosporone B on cancer cell viability

A novel and the shortest route, thus far, for preparing cytosporone B (Csn-B) is reported. Csn-B and two analogs were used to probe the importance of hydroxyl groups at the 3- and 5-positions of the Csn-B benzene ring in inhibiting the viability of human H460 lung cancer and LNCaP prostate cancer cells, inducing H460 cell apoptosis, and interacting with the NR4A1 (TR3) ligand-binding domain (LBD). These studies indicate that Csn-B and 5-Me-Csn-B, having a phenolic hydroxyl at the 3-position of their aromatic rings, had similar activities in inhibiting cancer cell viability and in inducing apoptosis, whereas 3,5-(Me)2-Csn-B was unable to do so. These results are in agreement with ligand-binding experiments showing that the interaction with the NR4A1 LBD required the presence of the 3-hydroxyl group. The Royal Society of Chemistry.

Synthesis of α-Aryl nitriles through palladium-catalyzed decarboxylative coupling of cyanoacetate salts with aryl halides and triflates

Worth its salt: The palladium-catalyzed decarboxylative coupling of the cyanoacetate salt as well as its mono- and disubstituted derivatives with aryl chlorides, bromides, and triflates is described (see scheme). This reaction is potentially useful for the preparation of a diverse array of α-aryl nitriles and has good functional group tolerance. S-Phos=2-(2,6- dimethoxybiphenyl)dicyclohexylphosphine), Xant-Phos=4,5-bis(diphenylphosphino)- 9,9-dimethylxanthene. Copyright

Total synthesis of Cytosporone B

The total synthesis of Cytosporone B, a naturally occurring agonist for Nur77, has been accomplished. The key steps are the sequential Grignard reaction and Lemieux-van Rudloff oxidation followed by a deprotection of the methyl aromatic ether to phenol an