24588-72-5

Usage

Uses

Used in Pharmaceutical Industry:
4-Methoxybenzaldehyde trimethylenedithioacetal serves as a key intermediate in the synthesis of pharmaceuticals, facilitating the creation of diverse medicinal compounds. Its unique structure allows for the development of new drugs with potential therapeutic applications.
Used in Fragrance Industry:
In the fragrance industry, 4-Methoxybenzaldehyde trimethylenedithioacetal is employed as a precursor for the production of various scent compounds. Its strong odor makes it a valuable component in creating distinctive and long-lasting fragrances.
Used in Fine Chemicals Production:
4-Methoxybenzaldehyde trimethylenedithioacetal is utilized in the synthesis of fine chemicals, which are high-purity chemicals used in various applications such as research, chemical analysis, and the production of specialty products.
Used as a Building Block in Organic Synthesis:
Due to its chemical properties, 4-Methoxybenzaldehyde trimethylenedithioacetal acts as an important building block in organic synthesis, enabling the formation of a wide range of synthetic compounds for various industrial applications.

InChI:InChI=1/C11H14OS2/c1-12-10-5-3-9(4-6-10)11-13-7-2-8-14-11/h3-6,11H,2,7-8H2,1H3

Upstream product

• 544-25-2 Cyclohepta-1,3,5-triene 
• 109-80-8 1.3-propanedithiol 
• 2403-58-9 4-methoxybenzaldehyde diethylacetal 
• 69278-13-3 2-(4-methoxyphenyl)-1,3-dithiane 1-oxide 
• 505-23-7 1,3 dithiane 
• 123-11-5 4-methoxy-benzaldehyde 
• 57529-04-1 2-chloro-1,3-dithiane 
• 23837-15-2 1-(bis(ethylthio)methyl)-4-methoxybenzene 
• 6712-20-5 2-(4-methoxyphenyl)-[1,3]dithiolane 
• 6784-58-3 1-(1,3-dithian-2-ylidene)propan-2-one 
• 2403-50-1 2-(4-methoxyphenyl)-1,3-dioxolane 
• 682360-46-9 2-(1,3-dithian-2-ylidene)-3-oxobutanoic acid 
• 5689-71-4 2-(4-methoxy-phenyl)-[1,3]dioxane 
• 55727-23-6 3‐(1,3-dithiane-2-yl)pentane-2,4-dione 

Downstream Products

• 132274-45-4 2-(4-Methoxyphenyl)-2-(trimethylsilyl)-1,3-dithiane 
• 215813-56-2 2,2'-Bis-(4-methoxy-phenyl)-[2,2']bi[[1,3]dithianyl] 
• 1245636-57-0 2-(3-fluoro-4-methoxybenzyl)-2-(4-methoxy-phenyl)-1,3-dithiane 
• 1456628-12-8 3-[2-(4-methoxyphenyl)-1,3-dithian-2-yl]propanenitrile 
• 55234-56-5 4-(4-methoxy-phenyl)-4-oxo-butyronitrile 
• 1456628-15-1 (S)-4-hydroxy-4-(4-methoxyphenyl)butanenitrile 
• 26153-41-3 γ-(4-methoxyphenyl)-γ-butyrolactone 
• 1456628-06-0 2-(2-chloroethyl)-2-(4-methoxyphenyl)-1,3-dithiane 
• 1461660-71-8 2-(4-methoxyphenyl)-5-phenyl-1,3-dithiane 
• 69278-13-3 2-(4-methoxyphenyl)-1,3-dithiane 1-oxide 

Relevant academic research and scientific papers

PhIO-Mediated oxidative dethioacetalization/dethioketalization under water-free conditions

Treatment of thioacetals and thioketals with iodosobenzene in anhydrous DCM conveniently afforded the corresponding carbonyl compounds in high yields under water-free conditions. The mechanistic studies indicate that this dethioacetalization/dethioketalization process does not need water and the oxygen of the carbonyl products comes from the hypervalent iodine reagent.

Visible-Light Mediated Tryptophan Modification in Oligopeptides Employing Acylsilanes

A method for the selective tryptophan modification and labelling of tryptophan-containing peptides is described. Photoirradiation of acylsilanes generates reactive siloxycarbenes which undergo H?N-insertion into the indole moiety of tryptophan to give stable silyl protected hemiaminals. This method is successfully applied to chemically modify various tryptophan containing oligopeptides. The method enables the selective introduction of alkynes to peptides that are eligible for further alkyne-azide click chemistry. In addition, the dansyl fluorophore can be conjugated to a peptide using this approach.

Highly ordered mesoporous functionalized pyridinium protic ionic liquid framework as a highly efficient catalytic system in chemoselective thioacetalization of carbonyl compounds under solvent-free conditions

Dithioacetals are a well-known class of organic compounds as both protecting group for the carbonyl compounds and valuable synthons for organic synthesis. Polysiloxane acidic ionic liquids containing pyridinium trifluoroacetate salts (PMO-Py-IL) as organi

Preparation and Application of α-Imino Ketones through One-Pot Tandem Reactions Based on Heyns Rearrangement

α-Imino ketone is a useful building block for the preparation of α-amino ketones and α-amino alcohols. However, its preparation has been seldomly seen. Herein, a metal-free and operationally simple strategy has been developed to generate α-imino ketones with high regioselectivity. Meanwhile, the method allowed for the preparation of various N,O-ketals with high regioselectivities and diastereoselectivities through cascade reactions in one pot.

Photocatalytic Reductive Radical-Polar Crossover for a Base-Free Corey–Seebach Reaction

A metal-free generation of carbanion nucleophiles is of prime importance in organic synthesis. Herein we report a photocatalytic approach to the Corey–Seebach reaction. The presented method operates under mild redox-neutral and base-free conditions giving the desired product with high functional group tolerance. The reaction is enabled by the combination of photo- and hydrogen atom transfer (HAT) catalysis. This catalytic merger allows a C?H to carbanion activation by the abstraction of a hydrogen atom followed by radical reduction. The generated nucleophilic intermediate is then capable of adding to carbonyl electrophiles. The obtained dithiane can be easily converted to the valuable α-hydroxy carbonyl in a subsequent step. The proposed reaction mechanism is supported by emission quenching, radical–radical homocoupling and deuterium labeling studies as well as by calculated redox-potentials and bond strengths.

An expedient carbon–sulfur bond formation explored through the cellulose sulfonic acid (CSA) catalyzed dithioacetal protection of carbonyl compounds

A facile carbon–sulfur bond formation was observed through the cellulose sulfonic acid (CSA) catalyzed dithioacetal protection of carbonyl compounds. In a preliminary study, the synthesis and characterization of functionalized bio-polymer, cellulose sulph

An uncommon use of irradiated flavins: Br?nsted acid catalysis

We present that thioacetalization of aldehydes can be induced by blue light irradiation in the presence of a catalytic amount of riboflavin tetraacetate (RFTA) under aerobic conditions. Several control experiments have suggested that the reaction is more

Dehydrative Glycosylation Enabled by a Comproportionation Reaction of 2-Aryl-1,3-dithiane 1-Oxide?

A new dehydrative glycosylation reaction has been established by capitalizing on the comproportionation reaction of 2-aryl-1,3-dithiane 1-oxides promoted by triflic anhydride (Tf2O). By wedding the high potency of thiophilic promoter system with the step efficiency of dehydrative glycosylation, this reagent underwent facile intermolecular oxothio acetalization with C1-hemiacetal donor to install a temporary leaving group, rendering a transient electrophilic center at the remote site to the anomeric position. The sulfenyl triflate tethered at the terminus concomitantly activated the sulfide intramolecularly to afford the oxocarbenium ion, thereby facilitating the title glycosylation. Aside from accommodating broad range functional groups and inactive hemiacetal substrates, the present activation protocol also proved expedient for 1,3-diol protection. Most importantly, this method further provided a fresh perspective for the application of sulfur chemistry to carbohydrate chemistry.

Synthesis of Chiral α-Aminosilanes through Palladium-Catalyzed Asymmetric Hydrogenation of Silylimines

The asymmetric hydrogenation of silylimines was first developed by using a palladium complex of a P-stereogenic diphosphine ligand as the catalyst, affording the valuable chiral α-aminosilanes with quantitative conversions and excellent enantioselectiviti

Enantio-, Regio- and Chemoselective Copper-Catalyzed 1,2-Hydroborylation of Acylsilanes

Enantioselective synthesis of synthetically significant (α-hydroxyallyl)silanes, (α-hydroxyaryl)silanes, and (α-hydroxyalkyl)silanes is reported. The present copper-catalyzed 1,2-selective hydroborylation of acylsilanes affords the aforementioned products