877-82-7

Upstream product

• 108-24-7 acetic anhydride 
• 108-68-9 3,5-Dimethylphenol 
• 64-19-7 acetic acid 
• 201230-82-2 carbon monoxide 
• 135449-05-7 (2E,4E)-2,4-Dimethyl-2,4-pentadienyl acetate 
• 75-36-5 acetyl chloride 
• 10387-40-3 potassium thioacetate 
• 74-88-4 methyl iodide 
• 5379-16-8 3,5-dimethylacetophenone 
• 83612-61-7 3,5-dimethyl-2,4-hexadienoic acid 

Downstream Products

• 16108-50-2 1-(2-hydroxy-4,6-dimethylphenyl)ethanone 
• 126790-21-4 acetic acid 3,5-bis(bromomethyl)phenyl ester 
• 62358-68-3 3-(bromomethyl)-5-methylphenyl acetate 
• 36436-65-4 2-acetyl-4,5-dimethylphenol 
• 108-68-9 3,5-Dimethylphenol 
• 22524-06-7 3-(3-Methoxy-5-methyl-phenyl)-propanol-⁽¹⁾ 
• 62641-08-1 Methanesulfonic acid 3-(3-methoxy-5-methyl-phenyl)-propyl ester 
• 60549-28-2 3-Hydroxy-5-methyl-dihydrozimtsaeure 
• 62358-70-7 3-(3-Hydroxy-5-methyl-phenyl)-propionic acid methyl ester 
• 62358-71-8 3-methyl-5-methoxydihydrocinnamic acid methyl ester 
• 62358-72-9 4-(3-Methoxy-5-methyl-phenyl)-butyronitrile 
• 18458-09-8 4-(3-Methoxy-5-methyl-phenyl)-butyric acid 
• 16197-93-6 (S)-1-phenylethyl acetate 
• 16197-92-5 (R)-1-phenethyl acetate 

Relevant academic research and scientific papers

An efficient method to prepare aryl acetates by the carbonylation of aryl methyl ethers or phenols

Synthesis of valuable chemicals from lignin based compounds is critical for the application of biomass. Here, we develop a method of preparing aryl acetates by the carbonylation of aryl methyl ethers or phenols under low CO pressure. Good to excellent yields of aryl acetates were obtained using different substrates, and a possible reaction mechanism was proposed by conducting a series of control experiments. This method may provide a potential way for the utilization of lignin.

Substrate substitution effects in the Fries rearrangement of aryl esters over zeolite catalysts

The catalytic transformation of aryl esters to hydroxyacetophenones via Fries rearrangement over solid acids is of interest to avoid the use of corrosive and toxic Lewis and Br?nsted acids traditionally applied. Microporous zeolites are known to catalyze the reaction of simple substrates such as phenyl acetate, but their application to substituted derivatives has received limited attention. To refine structure-activity relationships, here we examine the impact of various parameters including the solvent polarity, water content, acidic properties, and framework type on the reaction scheme in the Fries rearrangement of p-tolyl acetate over common solid acids. The results confirm the importance of providing a high concentration of accessible Br?nsted acid sites, with beta zeolites exhibiting the best performance. Extension of the substrate scope by substituting methyl groups in multiple positions identifies a framework-dependent effect on the rearrangement chemistry and highlights the potential for the transformation of dimethylphenyl acetates. Kinetic studies show that the major competitive path of cleavage of the ester C-O bond usually occurs in parallel to the Fries rearrangement. The possibility of sequentially acylating the resulting phenol depends on the substrate and reaction conditions.

Inhibiting Aβ toxicity in Alzheimer's disease by a pyridine amine derivative

Alzheimer's disease (AD) is a neurodegenerative disorder with no radical therapy. Aggregation of amyloid β-peptide (Aβ) induced by various factors is associated with pathogenesis of AD. A pyridine amine derivative, 3-bis(pyridin-2-ylmethyl)aminomethyl-5-h

Copper-Catalyzed Acetylation of Electron-Rich Phenols and Anilines

An approach has been developed for the copper-catalyzed acetylation of phenols and anilines with potassium thioacetate as an acetylating reagent. Although only electron-rich phenols and anilines are compatible with this protocol, the reaction can provide moderate to high yields under mild conditions. Compared with other acetylating reagents, the current reagent has certain advantages, such as its low cost, easy availability, stability, insensitivity to water or air, and ease of storage.

Synthesis of dansyl labeled sphingosine kinase 1 inhibitor

PF-543 is a non-sphingosine analogue with inhibitory effect against SK1, based on a Ki of 4.3 nM and 130-fold selectivity for SK1 over SK2. Since the development of PF-543, animal studies demonstrated its valuable role in multiple sclerosis, myocardial in

Size-selective catalysts in five functionalized porous coordination polymers with unsaturated zinc centers

The five reported structural isomorphic porous coordination polymers (PCPs) 1-5, namely, [Zn(L)(ip) (1), Zn(L)(aip) (2), Zn(L)(hip) (3), Zn(L)(nip) (4), and Zn(L)(HBTC) (5) (L = N4,N4′-di(pyridine-4-yl)biphenyl-4,4′-dicarboxamide, H2ip = isophthalic acid, H2aip = 5-aminoisophthalic acid, H2hip = 5-hydroxyisophthalic acid, H2nip = 5-nitroisophthalic acid, H3BTC = 1,3,5-benzenetricarboxylic acid)] were used to catalyze the acetylation of phenol. All these heterogeneous catalysts exhibit good catalytic efficiency and size-selectivity toward the acetylation of phenols owing to their unsaturated metal centers, non-coordinated amide, and suitable channel size and shape. Among them, 2 displays the highest catalytic activity and excellent cooperative catalysis due to the presence of basic non-coordinated amide groups.

3,5-dimethyl phenol preparation method

The invention provides a preparation method of 3,5-dimethylphenol. The method comprises the following steps: xylene (one or a mixture of o-xylene, m-xylene and p-xylene) and alkyl halide or anhydride are subjected to a reaction under the effect of a catalyst, and an intermediate 3,5-dimethylcarbonyl compound is produced under a certain condition; the intermediate is oxidized under the effect of a peroxide, such that 3,5-dimethylphenol ester is produced; and 3,5-dimethylphenol ester is hydrolyzed, such that 3,5-dimethylphenol is obtained. According to the method, xylene is adopted as an initial raw material, and is processed through the tree steps of carbonylation, oxidation and hydrolysis, such that a target product can be prepared with high yield. Therefore, an assumption of synthesizing 3,5-dimethylphenol with high yield under a mild condition is made possible. Compared to prior arts, the method provided by the invention has the advantages of low raw material cost, less three-waste, and mild reaction condition. The method is especially suitable for large-scale productions.

Porous coordination polymers of diverse topologies based on a twisted tetrapyridylbiaryl: Application as nucleophilic catalysts for acetylation of phenols

Porous coordination polymers (CPs) with partially uncoordinated pyridyl rings based on rationally designed polypyridyl linkers are appealing from the point of view of their application as nucleophilic catalysts. A D2d--symmetric tetradentate organic linker L, that is, 2,2 ',6,6'-tetramethoxy-3,3',5,5'-tetrakis(4-pyridyl)biphenyl, was designed and synthesized for metal-assisted self-assembly aimed at porous CPs. Depending on the nature of the metal ion and the counter anion, the ligand L is found to function as a 3- or 4-connecting building block leading to porous CPs of diverse topologies. The reaction of L with Zn(NO3)2 and Cd(NO3)2 yields porous 2D CPs of "fes" topology, in which the tetrapyridyl linker L serves as a 3-connecting unit with its free pyridyl rings well exposed into the pores. The functional utility of these porous CPs containing uncoordinated pyridyl rings is demonstrated by employing them as efficient heterogeneous nucleophilic catalysts for acetylation of a number of phenols with varying electronic properties and reactivities.

Rh-Catalyzed Synthesis of Coumarin Derivatives from Phenolic Acetates and Acrylates via C-H Bond Activation

An efficient annulation strategy involving the reaction of phenolic acetates with acrylates in the presence of [Rh2(OAc)4] as catalyst and formic acid as reducing agent, leading to the high yield synthesis of coumarin derivatives, has been developed. The addition of NaOAc as a base increased the yield of the products. The reaction is quite successful for both electron-rich as well as electron-deficient phenolic acetates, affording coumarins with excellent regioselectivity, and proceeds via C-H bond activation proven by deuterium incorporation studies.

Design, synthesis and evaluation of 2-aminothiazole derivatives as sphingosine kinase inhibitors

Sphingosine kinases (SphK1, SphK2) are main regulators of sphingosine-1-phosphate (S1P), which is a pleiotropic lipid mediator involved in numerous physiological and pathophysiological functions. SphKs are targets for novel anti-cancer and anti-inflammatory agents that can promote cell apoptosis and modulate autoimmune diseases. Herein, we describe the design, synthesis and evaluation of an aminothiazole class of SphK inhibitors. Potent inhibitors have been discovered through a series of modifications using the known SKI-II scaffold to define structure-activity relationships. We identified N-(4-methylthiazol-2-yl)-(2,4′-bithiazol)-2′-amine (24, ST-1803; IC50values: 7.3 μM (SphK1), 6.5 μM (SphK2)) as a promising candidate for further in vivo investigations and structural development.