18167-91-4

Usage

Uses

Used in Organic Synthesis:
2-(2-Methoxyphenoxy)acetaldehyde is used as a key intermediate in the synthesis of various organic compounds for different applications. Its chemical structure allows it to participate in a range of reactions, making it a versatile building block in the creation of pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2-(2-Methoxyphenoxy)acetaldehyde is used as a starting material for the development of new drugs. Its unique structure can be modified to create molecules with specific therapeutic properties, contributing to the advancement of medicine and healthcare.
Used in Agrochemical Industry:
2-(2-Methoxyphenoxy)acetaldehyde also finds application in the agrochemical sector, where it is used in the synthesis of active ingredients for pesticides and other crop protection products. Its role in creating effective and targeted agrochemicals helps ensure the sustainability and productivity of agricultural practices.
Used in Specialty Chemicals:
Furthermore, 2-(2-Methoxyphenoxy)acetaldehyde is employed in the production of specialty chemicals, which are used in a wide range of industries, including cosmetics, fragrances, and dyes. Its ability to form complex molecules with specific properties makes it an essential component in the development of innovative and high-quality specialty products.

Upstream product

• 161364-38-1 2-(2-methoxyphenoxy)acetaldehyde diethyl acetal 
• 93-14-1 guaifenesin 
• 90-05-1 2-methoxy-phenol 
• 4125-43-3 O-allyl guaiacol 
• 10535-17-8 1-(3,4-dimethoxyphenyl)-2-(methoxyphenoxy)propane-1,3-diol 
• 7572-98-7 erythro-2-(2-Methoxyphenoxy)-1-(3,4-dimethoxyphenyl)-1,3-propan-diol 
• 1189197-77-0 threo-1-(4-hydroxy-3-methoxyphenyl)-2-(2-methoxyphenoxy)-1,3-propanediol 

Downstream Products

• 98689-08-8 3-hydroxy-4-(2-methoxyphenoxy)but-1-ene 
• 103181-68-6 2-(2-methoxy-phenoxymethyl)-1,3-thiazolidine 
• 371196-20-2 N-[2-(2-methoxyphenoxyl)]ethylnorthaliporphine 
• 122853-43-4 2-(2-methoxyphenoxy)-ethyl methanesulphonate 
• 77164-20-6 (2S)-1-(isopropylamino)-3-(2-methoxyphenoxy)propan-2-ol 
• 1415419-09-8 (S)-1-(2-methoxyphenoxy)-3-nitropropan-2-ol 
• 98689-09-9 9-Hydroxy-9-(2-methoxy-phenoxymethyl)-2,12-dioxo-3-oxa-6-aza-tricyclo[6.3.1.0^1,5]dodecane-6-carboxylic acid benzyl ester 
• 98689-10-2 9-Hydroxy-9-(2-methoxy-phenoxymethyl)-3-oxa-6-aza-tricyclo[6.3.1.0^1,5]dodecane-2,12-dione 
• 93758-01-1 (2-methoxyphenoxy)methyl vinyl ketone 
• 65401-66-3 1-(2-Methoxy-phenoxy)-ethane-1,2-disulfonic acid dimethyl ester 

Relevant academic research and scientific papers

GC–MS study of thermochemical conversion of guaifenesin in the presence of 1-butyl-3-methylimidazolium-based ionic liquids

Thermochemical conversion of guaifenesin was performed in the presence of 1-butyl-3-methylimidazolium tetrafluoroborate [BMIM][BF4] ionic liquid at 80?°C within 2?h. After evaluating the effect of different parameters, such as protic and nonpro

Organocatalytic Chemoselective Primary Alcohol Oxidation and Subsequent Cleavage of Lignin Model Compounds and Lignin

A one-pot two-step degradation of lignin β-O-4 model compounds initiated by preferred oxidation of the primary over the secondary hydroxyl groups with a TEMPO/DAIB system has been developed [TEMPO=2,2,6,6-tetramethylpiperidine-N-oxyl, DAIB=(diacetoxy)iodobenzene]. The oxidised products are then cleaved by proline-catalysed retro-aldol reactions. This degradation methodology produces simple aromatics in good yields from lignin model compounds at room temperature with an extension to organosolv beech-wood lignin (L1) resulting in known cleavage products.

Ruthenium-Catalyzed C-C bond cleavage in lignin model substrates

Ruthenium-triphos complexes exhibited unprecedented catalytic activity and selectivity in the redox-neutral C-C bond cleavage of the β-O-4 lignin linkage of 1,3-dilignol model compounds. A mechanistic pathway involving a dehydrogenation-initiated retro-aldol reaction for the C-C bond cleavage was proposed in line with experimental data and DFT calculations.

Structure-activity relationships in the domain of odorants having marine notes

Continuing our investigations into marine note odorants, we herein describe several new scaffolds. Among them, 2,3-dihydrobenzofuran-2-carbaldehyde is particularly interesting. The results demonstrate that the seven-membered ring with a ketone functional group of the Calone 1951 family can be replaced by a five-membered ring carrying an aldehydefunction. In addition, this work has allowed us to discover the valuable 2-methoxy-4-methylphenyl methyl carbonate (20b), which is very close to vanillin, and 2-methoxy-2,4-dimethyl-1,3-benzodioxole (29d), which belongs to the isoeugenol/dihydroeugenol olfactive family.

A new catalyst for the asymmetric Henry reaction: Synthesis of β-nitroethanols in high enantiomeric excess

A new chiral tetrahydrosalen ligand has been designed and synthesized from cis-2,5-diaminobicyclo[2.2.2]octane. The complex generated in situ by the interaction of the ligand with (CuOTf)2·C6H 5CH3 was an efficient catalyst for the asymmetric Henry reaction, producing nitroaldol products in high yield and good stereoselectivity. Henry reactions catalyzed by this tetrahydrosalen-Cu(I) complex led to syntheses of β-adrenergic blocking agents (S)-toliprolol, (S)-moprolol, and (S)-propanolol.

N-Acyl-2-substituted-1,3-thiazolidines, a New Class of Non-narcotic Antitussive Agents: Studies Leading to the Discovery of Ethyl 2--β-oxothiazolidine-3-propanoate

The synthesis of a novel class of antitussive agents is described.The compounds were examined for antitussive activity in guinea pig after cough induction by electrical or chemical stimulation.Ethyl 2--β-oxothiazolidine-3-propanoate (BBR 2173, moguisteine, 7) and other structurally related compounds showed a significant level of activity, comparable to that of codeine and dextromethorphan.The compounds presented in this paper are characterized by the N-acyl-2-substituted-1,3-thiazolidine moiety, which is a novel entry in the field of antitussive agents.The serendipitous discovery of the role played by the thiazolidine moiety in the determining the antitussive effect promoted extensive investigations on these structures.This optimization process on N-acyl-2-substituted-1,3-thiazolidines led to the initial identification of 2--3--1,3-thiazolidine (18a) as an interesting lead compound.The careful study of the rapid and very complicated metabolism of 18a provided further insights for the design of newer related derivatives.The observation that the metabolic oxidation on the lateral chain's sulfur of 18a to sulfoxide maintained the antitussive properties suggested the introduction of isosteric functional groups with respect to the sulfoxide moiety.Subsequent structural modifications showed that hydrolyzable malonic residues in the 3-position of the thiazolidine ring were able to assure high antitussive activity.This optimization ultimately led to the selection of moguisteine (7) as the most effective and safest representative of the series.Moguisteine is completely devoid of unwanted side effects (such as sedation and addiction), and its activity was demonstrated also in clinical studies.

Ethers and thioethers having therapeutical activity, their preparation and pharmaceutical compositions containing them

Compounds of formula I STR1 wherein Ar is an optionally substituted phenyl ring; B is a single bond, a group --(CH2 OCH2)n being n=1 or 2, a 2,4-disubstituted-1,3-dioxolane ring or a 2,4-disubstituted-1,3-thioxolane ring, R is a single bond, an optionally substituted methylene or ethylene group and T is 2-, 3- or 4-pyridyl, an optionally salified or esterified carboxy group or a carboxyamide group. Said compounds are useful in treatment of respiratory diseases.