894-18-8

Usage

Uses

Used in Pharmaceutical Industry:
β-Hydroxy-β-phenylbenzenepropionic acid ethyl ester is used as a key intermediate in the synthesis of nonsteroidal anti-inflammatory drugs (NSAIDs) for its anti-inflammatory properties. It plays a crucial role in the production of medications like ibuprofen, which are commonly used to alleviate pain, reduce inflammation, and lower fever.
Used in Fragrance Industry:
β-Hydroxy-β-phenylbenzenepropionic acid ethyl ester is used as a fragrance ingredient in perfumes and personal care products for its sweet, floral aroma. Its pleasant scent enhances the overall appeal of these products, making them more attractive to consumers.

InChI:InChI=1/C17H18O3/c1-2-20-16(18)13-17(19,14-9-5-3-6-10-14)15-11-7-4-8-12-15/h3-12,19H,2,13H2,1H3

Upstream product

• 119-61-9 benzophenone 
• 141-78-6 ethyl acetate 
• 105-36-2 ethyl bromoacetate 
• 64-17-5 ethanol 
• 64-19-7 acetic acid 
• 105-39-5 chloroacetic acid ethyl ester 
• 5764-82-9 bromo(2-ethoxy-2-oxoethyl)zinc 
• 495-40-9 propiophenone 
• 5331-17-9 1,1-diphenylbutan-1-ol 
• 100-58-3 phenylmagnesium bromide 
• 17792-17-5 ethyl 3,3-diphenylacrylate 

Downstream Products

• 606-84-8 3,3-diphenylacrylic acid 
• 4705-01-5 1,1,3,3-tetraphenyl-1,3-propanediol 
• 17792-17-5 ethyl 3,3-diphenylacrylate 
• 3609-48-1 3-hydroxy-3,3-diphenylpropanoic acid 
• 88368-75-6 3,3-diphenyl-3-hydroxypropionic acid hydrazide 
• 27915-35-1 (+/-)-4'b-phenyl-(4'bt,9'rC²,9'at)-4'b,9'a-dihydro-spiro[indan-1,9'-indeno[1,2-a]indene]-3,10'-dione 
• 27915-35-1 (+/-)-4'b-phenyl-(4'bc,9'rC²,9'ac)-4'b,9'a-dihydro-spiro[indan-1,9'-indeno[1,2-a]indene]-3,10'-dione 
• 7476-18-8 3,3-diphenyl-propionic acid ethyl ester 
• 81467-20-1 3,3-diphenyl-3-hydroxypropiohydroxamic acid 
• 41916-15-8 3-phenyl-1H-inden-1-one 

Relevant academic research and scientific papers

DMSO-Enabled Selective Radical O?H Activation of 1,3(4)-Diols

Control of selectivity is one of the central topics in organic chemistry. Although unprecedented alkoxyl-radical-induced transformations have drawn a lot of attention, compared to selective C?H activation, selective radical O?H activation remains less explored. Herein, we report a novel selective radical O?H activation strategy of diols by combining spatial effects with proton-coupled electron transfer (PCET). It was found that DMSO is an essential reagent that enables the regioselective transformation of diols. Mechanistic studies indicated the existence of the alkoxyl radical and the selective interaction between DMSO and hydroxyl groups. Moreover, the distal C?C cleavage was realized by this selective alkoxyl-radical-initiation protocol.

Synthesis and evaluation of 1H-pyrrole-2,5-dione derivatives as cholesterol absorption inhibitors for suppressing the formation of foam cells and inflammatory response

Excess lipid accumulation in the arterial intima and formation of macrophage-derived foam cells in the plaque could cause atherosclerotic lesion. Cholesterol absorption inhibitors could suppress the lipid accumulation of human macrophage, inflammatory res

3,4-diaryl maleimide derivative and preparation method and application thereof

The invention discloses a 3,4-diaryl maleimide derivative represented by a general formula I and a medicinal salt form thereof. The invention further discloses a preparation method of the mentioned 3,4-diaryl maleimide derivative and application of the 3,

Identification of novel small-molecule inhibitors targeting menin-MLL interaction, repurposing the antidiarrheal loperamide

Leukemia with a mixed lineage leukemia (MLL) rearrangement, which harbors a variety of MLL fusion proteins, has a poor prognosis despite the latest improved treatment options. Menin has been reported to be a required cofactor for the leukemogenic activity of MLL fusion proteins. Thus, the disruption of the protein-protein interactions between menin and MLL represents a very promising strategy for curing MLL leukemia. Making use of menin-MLL inhibitors with a shape-based scaffold hopping approach, we have discovered that the antidiarrheal loperamide displays previously unreported mild inhibition for the menin-MLL interaction (IC50 = 69 ± 3 μM). In an effort to repurpose this drug, a series of chemical modification analyses was performed, and three of the loperamide-based analogues, DC-YM21, DC-YM25 and DC-YM26 displayed better activities with IC50 values of 0.83 ± 0.13 μM, 0.69 ± 0.07 μM and 0.66 ± 0.05 μM, respectively. Further treatment with DC-YM21 demonstrated potent and selective blockage of proliferation and induction of both cell cycle arrest and differentiation of leukemia cells harboring MLL translocations, which confirmed the specific mechanism of action. In conclusion, molecules of a novel scaffold targeting menin-MLL interactions were reported and they may serve as new potential therapeutic agents for MLL leukemia.

Synthesis of oxazolidin-2-ones and imidazolidin-2-ones directly from 1,3-diols or 3-amino alcohols using iodobenzene dichloride and sodium azide

A general and efficient method for the synthesis of oxazolidin-2-ones and imidazolidin-2-ones directly from 1,3-diols and 3-amino alcohols has been developed using the same reagent combination of iodobenzene dichloride (PhICl2) and sodium azide (NaN3).

Double reformatsky reaction: Divergent synthesis of δ-hydroxy-β- ketoesters

The double Reformatsky reaction, tandem addition of two molecules of zinc alkanoate to a carbonyl compound, and its synthetic application to a series of δ-hydroxy-β-ketoesters has been developed. The key to accelerate the double Reformatsky reaction is considered to be a complex-induced proximity effect of the in situ generated zinc alkoxide coordinated with the pyridyl group of the substrate or bidentate amines. A noteworthy feature of the reaction system is its high tolerance of functional groups due to the moderate nucleophilicity of organozinc reagents and the mild reaction conditions. Moreover, spectroscopic and crystallographic analyses of the zinc complex of the double Reformatsky product support the proposed mechanism of reaction site discrimination for ketones, aldehydes, nitriles, carboxylic acid anhydrides, and esters.

3,6-DISUBSTITUTED AZABICYCLO [3.1.0] HEXANE DERIVATIVES AS MUSCARINIC RECEPTOR ANTAGONISTS

The present invention generally relates to muscarinic receptor antagonists, which are useful, among other uses, for the treatment of various diseases of the respiratory, urinary and gastrointestinal systems mediated through muscarinic receptors. The invention also relates to the process for the prepration of disclosed compounds, pharmaceutical compositions containing the disclosed compounds, and the methods for treating diseases mediated through muscarinic receptors.

New application of bromotrimethylsilane: Elaboration of aldehydes/ketones into homologous α,β-unsaturated esters via β-hydroxy esters

α,β-Unsaturated esters are formed when β-hydroxy esters react with bromotrimethylsilane which is generated from chlorotrimethylsilane- lithium bromide in acetonitrile. Copyright Taylor & Francis, Inc.

Reformatsky reaction of α-chloroesters with carbonyl compounds with commercially available zinc

The condensation of α-chloroesters with aliphatic as well as aromatic ketones with commercially available zinc without any external metal additives is described.

Synthesis of β-hydroxy esters using highly active manganese

A modified Reformatsky reaction is reported using highly reactive manganese (Mn*). The active manganese was found to readily react with α-haloester in the presence of aldehydes and ketones to yield the corresponding β-hydroxy esters. The reaction is carried out at room temperature in the absence of Lewis acid or trapping agents.