31165-67-0

Usage

Uses

Used in Pharmaceutical Industry:
2'-BENZYLOXYACETOPHENONE is used as a key intermediate in the synthesis of various pharmaceutical compounds for its ability to contribute to the development of new drugs. Its aromatic and benzyl properties are particularly beneficial in creating molecules with specific therapeutic effects.
Used in Organic Synthesis:
In the field of organic synthesis, 2'-BENZYLOXYACETOPHENONE is used as a building block for the creation of complex organic molecules. Its structural features facilitate the formation of a wide range of compounds, making it an essential tool for chemists in designing and synthesizing novel organic materials.
Used in Fragrance and Flavoring Industry:
2'-BENZYLOXYACETOPHENONE is used as a raw material in the production of fragrances and flavorings due to its aromatic properties. It contributes to the creation of scents and tastes in various consumer products, from perfumes to food items, enhancing their sensory appeal.
Used in Medicinal Chemistry:
2'-BENZYLOXYACETOPHENONE is utilized as a precursor in the preparation of biologically active molecules within medicinal chemistry. Its role in the synthesis of such molecules is crucial for the development of new therapeutic agents and pharmaceuticals.

InChI:InChI=1/C15H14O2/c1-12(16)14-9-5-6-10-15(14)17-11-13-7-3-2-4-8-13/h2-10H,11H2,1H3

Upstream product

• 118-93-4 o-hydroxyacetophenone 
• 100-44-7 benzyl chloride 
• 127154-56-7 o-(benzyloxy)valerophenone 
• 620-05-3 iodomethylbenzene 
• 100-51-6 benzyl alcohol 
• 56-37-1 N-benzyl-N,N,N-triethylammonium chloride 
• 108-88-3 toluene 
• 24059-90-3 3-(benzyloxy)picolinonitrile 
• 100-39-0 benzyl bromide 

Downstream Products

• 87307-75-3 2-(2-Benzyloxy-phenyl)-propan-2-ol 
• 85891-82-3 2-(phenylmethoxy)-α-methylstyrene 
• 90618-62-5 1-(2-benzyloxybenzoyl)-3-(2-methyl-1,3-dioxolan-2-yl)propan-2-ol 
• 4996-43-4 2',4-bis(benzyloxy)chalcone 
• 80378-16-1 1-(2-Benzyloxyphenyl)-3-(2-phenyl-4-thiazolyl)propenone 
• 56443-24-4 1-[2-(benzyloxy)phenyl]-2-bromoethanone 
• 18019-57-3 2'-benzoylacetophenone 
• 93254-84-3 cis-3-hydroxy-3-methyl-2-phenyl-2,3-dihydrobenzo[b]furan 
• 93254-85-4 trans-3-hydroxy-3-methyl-2-phenyl-2,3-dihydrobenzo[b]furan 
• 94001-66-8 1-(2-benzyloxyphenyl)-1-ethanol 
• 75408-92-3 1-(2-Benzyloxy-phenyl)-ethanone oxime 
• 96755-11-2 1-(2-benzyloxyphenyl)-3-(6-benzodioxan-1,4-yl)propenone 
• 40524-65-0 (E)-1-(2-(benzyloxy)phenyl)-3-phenylprop-2-en-1-one 
• 88214-79-3 2'-benzyloxy-2-hydroxychalcone 

Relevant academic research and scientific papers

Conformational analysis: 3JHCOC and 3JHCCC Karplus relationships for methylene 1H nuclei

NAMFIS (NMR Analysis of Molecular Flexibility In Solution) was applied to 1-[2-(benzyloxy)phenyl]ethanone using quantitative 1H-1H NOE distances and 3J proton-carbon coupling constant (CC) restraints for averaged methylene

Method for synthesizing aryl benzyl ether compound

The invention discloses a method for synthesizing aryl benzyl ether compounds, which comprises the following steps: by using an iron (III) complex containing 1, 3-di-tert-butyl imidazole cations and having a molecular formula of [(tBuNCH = CHNtBu) CH] [FeBr4] as a catalyst and di-tert-butyl peroxide as an oxidant, carrying out oxidative coupling reaction on phenolic compounds and toluene compounds to synthesize the corresponding aryl benzyl ether compounds. The method is the first example for preparing the aryl benzyl ether compound through the oxidative coupling reaction of the phenolic compound and the toluene compound, which is realized by an iron-based catalyst, and has the advantages of atom economy, environmental friendliness and good substrate applicability.

Application of iron (III) complex containing 1,3-di-tert-butyl imidazole cations in synthesis of aryl benzyl ether compounds

The invention discloses an application of an iron (III) complex containing 1,3-di-tert-butyl imidazole cations in synthesis of aryl benzyl ether compounds, and particularly relates to a method for synthesizing corresponding aryl benzyl ether compounds by taking di-tert-butyl peroxide as an oxidizing agent and carrying out oxidative coupling reaction on phenolic compounds and toluene compounds. According to the method, the iron (III) complex is used as the catalyst for the first time, and oxidative coupling of the phenolic compound and the toluene compound is realized. The method is the first oxidative coupling reaction of phenolic compounds and benzyl C(sp3)-H bonds, and a new method is provided for synthesizing aryl benzyl ether compounds. Compared with an existing synthesis method, the method provided by the invention avoids using toxic and polluting halogenated hydrocarbon and strong base, has better atom economy, and conforms to the development concept of green synthetic chemistry.

Design, synthesis and biological activity of selective hCAs inhibitors based on 2-(benzylsulfinyl)benzoic acid scaffold

A large library of derivatives based on the scaffold of 2-(benzylsulfinyl)benzoic acid were synthesised and tested as atypical inhibitors against four different isoforms of human carbonic anhydrase (hCA I, II, IX and XII, EC 4.2.1.1). The exploration of the chemical space around the main functional groups led to the discovery of selective hCA IX inhibitors in the micromolar/nanomolar range, thus establishing robust structure-activity relationships within this versatile scaffold. HPLC separation of some selected chiral compounds and biological evaluation of the corresponding enantiomers was performed along with molecular modelling studies on the most active derivatives.

Design, synthesis and biological evaluation of novel ring-opened cromakalim analogues with relaxant effects on vascular and respiratory smooth muscles and as stimulators of elastin synthesis

Two new series of ring-opened analogues of cromakalim bearing sulfonylurea moieties (series A: with N-unmethylated sulfonylureas, series B: with N-methylated sulfonylureas) were synthesized and tested as relaxants of vascular and respiratory smooth muscle

Synthesis of Spirofurooxindoles via Phenyliodine(III) Bis(trifluoroacetate) (PIFA)-Mediated Cascade Oxidative C?O and C?C Bond Formation

Upon treatment with solely a hypervalent iodine reagent of phenyliodine(III) bis(trifluoroacetate) (PIFA), 3-(2-hydroxyphenyl)-3-oxo-N-phenyl propanamides and a series of its derivatives were conveniently converted to a class of undocumented spirofurooxindoles under mild conditions. Control experiments provided evidence that this spirocyclization process encompassed a cascade oxidative reactions involving the formation of a C?O bond prior to that of C?C bond. (Figure presented.).

COMPOSITIONS AND METHODS OF REGULATING CANCER RELATED DISORDERS AND DISEASES

Provided herein are naphthylic derivative compounds, or pharmaceutically acceptable salts thereof, that are useful for inhibiting cancers. Also provided herein are methods of using effective amounts of said compounds, optionally with pharmaceutical carrie

C-H Functionalization via Remote Hydride Elimination: Palladium Catalyzed Dehydrogenation of ortho-Acyl Phenols to Flavonoids

Although deprotonation of electron-poor C-H bonds to carbon anions with bases has long been known and widely used in organic synthesis, the hydride elimination from electron-rich C-H bonds to carbon cations or partial carbocations for the introduction of nucleophiles is a comparatively less explored area. Here we report that the carbonyl β-C(sp3)-H bond hydrogens of ortho-acyl phenols could be substituted by intramolecular phenolic hydroxyls to form O-heterocycles, followed by dehydrogenation of the O-heterocycle into flavonoids. The cascade reaction is catalyzed by Pd/C without added oxidants and sacrificing hydrogen acceptors.

Synthesis of Benzofurans from Ketones and 1,4-Benzoquinones

Benzofuran derivatives can be synthesized through the sequential Michael addition and cyclization of 1,3-dicarbonyl compounds with 1,4-benzoquinones. However, ketones are rarely used in this reaction because of their low nucleophilicities. In this study, this problem was solved by utilizing triethyl orthoformate, which enabled the formation of a vinyl ethyl ether as an additive. As a result, the nucleophilicity of ketones increased. Many important 5-hydroxybenzofuran derivatives, which were not readily available by synthesis in the past, were also prepared via these newly established reactions. (Figure presented.) .

Multifunctional heterocyclic scaffolds for hybrid Lewis acid/Lewis base catalysis of carbon–carbon bond formation

Several new classes of hybrid catalysts have been synthesized by tethering heterocyclic metal (Lewis acid) chelating scaffolds to several different amines capable of facilitating enamine catalysis. Oxazole, thiazole, and imidazole-based chiral precatalyst