4360-68-3

Usage

InChI:InChI=1/C10H11BrO2/c1-10(12-6-7-13-10)8-2-4-9(11)5-3-8/h2-5H,6-7H2,1H3

Upstream product

• 99-90-1 para-bromoacetophenone 
• 107-21-1 ethylene glycol 
• 104-15-4 toluene-4-sulfonic acid 

Downstream Products

• 17983-61-8 4-(trimethylsilyl)acetophenone 
• 18537-21-8 bis(4-acetylphenyl)dimethylsilane 
• 18192-28-4 2-methyl-2-<4'-(trimethylsilyl)phenyl>-1,3-dioxolane 
• 96476-16-3 <4-(2-Methyl-1,3-dioxolan-2-yl)phenyl>diphenylmethanol 
• 122977-29-1 p-(trifluorovinyl)acetophenone ethylene ketal 
• 14490-45-0 4-(2-methyl-1,3-dioxolan-2-yl)benzaldehyde 
• 787-69-9 4,4'-diacetylbiphenyl 
• 125763-63-5 1-bromo-4-(1-iodoethyl)benzene 
• 99-90-1 para-bromoacetophenone 
• 39575-67-2 (4-(2-methyl-1,3-dioxolan-2-yl)phenyl)magnesium bromide 
• 84280-95-5 1,2-bis(4-(2-methyl-1,3-dioxolan-2-yl)phenyl)ditellane 
• 214701-35-6 2-(4-iodophenyl)-2-methyl-[1,2]-dioxolane 
• 203443-02-1 6-methoxy-2-[4-(2-methyl-1,3-dioxolan-2-yl)phenyl]-3,4-dihydronaphthalene 
• 202062-96-2 3,20-bis-ethylenedioxy-13β-ethyl-5α,17α-dihydroxy-11β-{4-[1,1-(ethylenedioxy)ethyl]phenyl}-18,19-dinorpregn-9-ene 

Relevant academic research and scientific papers

Unravelling the allosteric targeting of phgdh at the act-binding domain with a photoactivatable diazirine probe and mass spectrometry experiments

The serine biosynthetic pathway is a key element contributing to tumor proliferation. In recent years, targeting of phosphoglycerate dehydrogenase (PHGDH), the first enzyme of this pathway, intensified and revealed to be a promising strategy to develop ne

GEM-DISUBSTITUTED HETEROCYCLIC COMPOUNDS AND THEIR USE AS IDH INHIBITORS

The present invention relates to certain gem-disubstituted heterocyclic compounds, which modulate the activity of Isocitrate Dehydrogenase (IDH). The compounds of this invention are therefore useful in treating diseases caused by mutated IDH1 and/or mutat

Stereoselective Bioreduction of Telluro-Acetophenones to Optically Active Hydroxy Tellurides

Organotellurium compounds exhibit a broad range of useful applications in organic synthesis, materials science and medicinal chemistry fields. Despite their increasing applicability, the synthesis of enantiomerically pure organotellurium compounds remains nowadays scarcely reported in the literature. Herein, the chemical synthesis and biocatalyzed reductions of a set of telluro-acetophenones using both (R) and (S)-selective alcohol dehydrogenases (ADHs) is described for the first time, obtaining enantiomerically enriched hydroxy tellurides with excellent selectivities under very mild reaction conditions. On the one hand, enantiopure para-substituted (S)-hydroxy tellurides were obtained using the Ras-ADH (77–95 % conversion) and ADH-A (52–75 %), the ADH-A leading to the enantiopure (S)-hydroxy tellurides substituted at the meta-position (69–75 %). On the other hand, the evo-1.1.200 displayed high selectivity towards the preparation of optically alcohols with substitutions at the para-position of the aromatic ring (60–68 % conversion and 92–97 % ee), while the Lb-ADH led to the best results when reducing bulky ketones at the meta-position (79–82% conversion and 88–99 % ee).

Tetrahedral Silicon-Centered Dibenzoylmethanatoboron Difluorides: Synthesis, Crystal Structure, and Photophysical Behavior in Solution and the Solid State

Four tetrahedral silicon-centered derivatives of dibenzoylmethanatoboron difluoride (DBMBF2) were synthesized and characterized. Their structural and optical features both in solution and the solid state were investigated by using X-ray crystal

Chemo- and Stereoselective Synthesis of Fluorinated Amino Alcohols through One-pot Reactions using Alcohol Dehydrogenases and Amine Transaminases

A series of amino alcohols have been prepared in a chemo-, diastereo- and enantioselective fashion starting from the corresponding (het)aryl diketones, avoiding tedious chemical protection and deprotection steps. Different alcohol dehydrogenases have been

Synthesis, Antioxidant Activity and Cytotoxicity of N-Functionalized Organotellurides

The use of antioxidants is the most effective means to protect the organism against cellular damage caused by oxidative stress. In this context, organotellurides have been described as promising antioxidant agents for decades. Herein, a series of N-functionalized organotellurium compounds has been tested as antioxidant and presented remarkable activities by three different in vitro chemical assays. They were able to reduce DPPH[rad] radical with IC50 values ranging from 5.08 to 19.20 μg mL?1, and some of them also reduced ABTS[rad]+ radical and TPTZ-Fe3+ complex in ABTS[rad]+ and FRAP assays, respectively. Initial structure-activity relationship discloses that the nature of N-substituent strongly influenced both activity and cytotoxicity of the studied compounds. Furthermore, radical scavenging activities of N-functionalized organotellurides have been compared with those of their selenilated congeners, demonstrating that the presence of tellurium atom has an essential role in antioxidant activity.

Molybdenum-catalyzed diastereoselective anti-dihydroxylation of secondary allylic alcohols

In this protocol, we report a Mo-catalyzed anti-dihydroxylation of secondary allylic alcohols, providing a general method for the preparation of 1,2,3-triols bearing up to three continuous stereocenters with excellent diastereocontrol. The mechanistic studies reveal that this dihydroxylation reaction consists of two steps and up to excellent diastereomeric ratios of the final triol products can be achieved due to the high level of both diastereocontrol in the initial epoxidation and regiocontrol in the following hydrolysis in situ.

Diacetal Ditellurides as Highly Active and Selective Antiparasitic Agents toward Leishmania amazonensis

Leishmaniasis is a neglected tropical disease and a public health concern in at least 98 countries, affecting mainly the poorest populations. Pharmaceuticals and chemotherapies available for leishmaniasis treatment have several limitations, which clearly justify the efforts to find new potential antileishmanial drugs. In this context, antiprotozoal activities toward different Leishmania species have been reported for hypervalent tellurium compounds, which motivated us to investigate, for the first time, the leishmanicidal properties of some nonhypervalent diaryl ditellurides. Thus, this work describes in vitro activity against Leishmania amazonensis and the cytotoxicities of diaryl ditellurides. Ditelluride LQ7 revealed a strong leishmanicidal activity on promastigotes and amastigotes at submicromolar levels (IC50 = 0.9 ± 0.1 and 0.5 ± 0.1 μmol L-1, respectively) and presented selectivity indexes greater than those of reference drug miltefosine. This preliminary study suggests that diaryl ditellurides may be promising scaffolds for the development of new agents for leishmaniasis treatment.

Achieving Enantioselectivity in Difficult Cyclohexa-1,3-diene Diels-Alder Reactions with Sulfur-Stabilized Silicon Cations as Lewis Acid Catalysts

A novel cationic silicon-sulfur Lewis pair with a chiral H8-binaphthyl backbone is reported. It catalyzes otherwise sluggish Diels-Alder reactions of cyclohexa-1,3-diene and chalcone derivatives in good yields and decent enantioselectivities (up to 81% ee). The enantioinduction is highest with a [1,1′-biphenyl]-4-yl substituent at the carbonyl carbon atom. This moiety can be later converted into a carboxyl group by Baeyer-Villiger oxidation. The same oxidant also epoxidizes the double bond in the cycloadduct, and the epoxide engages in a lactonization with the carboxylic acid. Synthetically interesting hexahydro-3,6-methanobenzofuran-2(3H)-one skeletons are obtained in one pot.