Month: November 2022

Zhou, Shengwang; He, Peng; Dhindwal, Sonali; Grum-Tokars, Valerie L.; Li, Ying; Parker, Kelly; Modica, Justin A.; Bleher, Reiner; dos Reis, Roberto; Zuchniarz, Joshua; Dravid, Vinayak P.; Voth, Gregory A.; Roux, Benoit; Mrksich, Milan published an article in 2021. The article was titled 《Synthesis, characterization, and simulation of four-armed megamolecules》, and you may find the article in Biomacromolecules.Name: Benzyl 2-bromoacetate The information in the text is summarized as follows:

This paper describes the synthesis, characterization, and modeling of a series of mols. having four protein domains attached to a central core. The mols. were assembled with the “”megamol.”” strategy, wherein enzymes react with their covalent inhibitors that are substituted on a linker. Three linkers were synthesized, where each had four oligo(ethylene glycol)-based arms terminated in a para-nitrophenyl phosphonate group that is a covalent inhibitor for cutinase. This enzyme is a serine hydrolase and reacts efficiently with the phosphonate to give a new ester linkage at the Ser-120 residue in the active site of the enzyme. Neg.-stain transmission electron microscopy (TEM) images confirmed the architecture of the four-armed megamols. These cutinase tetramers were also characterized by X-ray crystallog., which confirmed the active-site serine-phosphonate linkage by electron-d. maps. Mol. dynamics simulations of the tetracutinase megamols. using three different force field setups were performed and compared with the TEM observations. Using the Amberff99SB-disp + pH7 force field, the two-dimensional projection distances of the megamols. were found to agree with the measured dimensions from TEM. The study described here, which combines high-resolution characterization with mol. dynamics simulations, will lead to a comprehensive understanding of the mol. structures and dynamics for this new class of mols. In addition to this study using Benzyl 2-bromoacetate, there are many other studies that have used Benzyl 2-bromoacetate(cas: 5437-45-6Name: Benzyl 2-bromoacetate) was used in this study.

Benzyl 2-bromoacetate(cas: 5437-45-6) has been used in the alkylation of (-)-2,3-O-isopropylidene-D-threitol that afforded lipopeptide, 2-[(4R,5R)-5-({[(9H-fluoren-9-yl)methoxy]carbonylaminomethyl}-2,2-dimethyl-1,3-dioxolan-4-yl)methoxy]acetic acid.Name: Benzyl 2-bromoacetate

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2022,Konishi, Hideyuki; Fujita, Ririka; Yamaguchi, Miyuki; Manabe, Kei published an article in Organic Letters. The title of the article was 《Synthesis of Symmetrical Sulfides Enabled by a Sulfur Dioxide Surrogate Acting as a Divalent Sulfur Source》.Electric Literature of C9H11Br The author mentioned the following in the article:

A safe and practical methodol. for synthesizing sym. sulfides using iodoarenes and potassium metabisulfite (K2S2O5) was presented. While K2S2O5 was known as a convenient sulfur dioxide surrogate, here it acted as a divalent sulfur source, pioneering its potential utility. The reaction exhibited wide substrate generality in which even highly bulky substrates can be applied to afford sterically congested sulfides. The experimental part of the paper was very detailed, including the reaction process of 1-Bromo-2-isopropylbenzene(cas: 7073-94-1Electric Literature of C9H11Br)

1-Bromo-2-isopropylbenzene(cas: 7073-94-1) belongs to organobromine compounds. A variety of minor organobromine compounds are found in nature, but none are biosynthesized or required by mammals.Electric Literature of C9H11Br The most pervasive is the naturally produced bromomethane.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2022,Grantham, Helena F.; Kimber, Marc C. published an article in ChemPhotoChem. The title of the article was 《Dimeric Cyclobutane Formation Under Continuous Flow Conditions Using Organophotoredox-Catalyzed [2+2] Cycloaddition》.Product Details of 6825-20-3 The author mentioned the following in the article:

By merging organophotoredox catalysis and continuous flow technol., a batch vs. continuous flow study was performed providing a convenient synthetic route to an important carbazole cyclobutane material dimer 1,2-trans-dicarbazylcyclobutane (t-DCzCB) using only 0.1 mol % of an organophotoredox catalyst. The scope of this methodol. was explored giving a new class of functional materials, as well as an improved synthetic route to styrene-based lignan dimeric natural products. The cyclobutane dimers were isolated in higher chem. yields under continuous flow conditions and reaction times were reduced significantly compared to traditional batch reaction conditions. The experimental part of the paper was very detailed, including the reaction process of 3,6-Dibromo-9H-carbazole(cas: 6825-20-3Product Details of 6825-20-3)

3,6-Dibromo-9H-carbazole(cas: 6825-20-3) is used as a pharmaceutical intermediate, and also an important intermediate of synthesizing optoelectronic materials. It has been used as a reagent in the synthesis of P7C3-A20 which is a potent neuroprotective agent.Product Details of 6825-20-3

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

HPLC of Formula: 5437-45-6In 2019 ,《Allenoate Prenucleophiles: A Triply Diastereoselective Approach to β-Hydroxy Esters Containing All-Carbon α-Quaternary Centers》 appeared in Organic Letters. The author of the article were Maki, Samantha L.; Maity, Pradip; Dougherty, Shannon; Johns, Jennifer; Lepore, Salvatore D.. The article conveys some information:

Allenyl esters activated by titanium(IV) underwent additions to a wide range of aldehydes in high regio- and diastereoselectivities leading to products containing an all-carbon quaternary center bearing an α-vinyl group that was installed with high selectivity for the Z-geometry. An aldol product was also converted to an indanone offering a new route to this important compound class. Product triple diastereoselectivity has been rationalized using a concerted transition-state model. In the experiment, the researchers used many compounds, for example, Benzyl 2-bromoacetate(cas: 5437-45-6HPLC of Formula: 5437-45-6)

Benzyl 2-bromoacetate(cas: 5437-45-6) has been used in the alkylation of (-)-2,3-O-isopropylidene-D-threitol that afforded lipopeptide, 2-[(4R,5R)-5-({[(9H-fluoren-9-yl)methoxy]carbonylaminomethyl}-2,2-dimethyl-1,3-dioxolan-4-yl)methoxy]acetic acid.HPLC of Formula: 5437-45-6

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Product Details of 626-40-4In 2019 ,《Experimental and theoretical investigations of cyclometalated ruthenium(II) complex containing CCC-pincer and anti-inflammatory drugs as ligands: synthesis, characterization, inhibition of cyclooxygenase and in vitro cytotoxicity activities in various cancer cell lines》 was published in Dalton Transactions. The article was written by Tabrizi, Leila; Olasunkanmi, Lukman O.; Fadare, Olatomide A.. The article contains the following contents:

The new cyclometalated ruthenium(II) complex, [Ru(CCC-Nap)(Ibu)(PTA)], I (3), was designed and synthesized using ibuprofen (Ibu), 1,3,5-triaza-7-phosphaadamantane (PTA) and CCC-pincer containing naproxen moiety (CCC-Nap) as ligands. The compounds were fully characterized by elemental anal., FT-IR, multinuclear (1H, 13C, and 31P) NMR spectroscopy, and electrospray ionization mass spectrometry. The cytotoxicity of 3 was found to be low, and the complex was about twice as active as cisplatin with IC50 values in the range of 0.9-1.32 μM for both MCF-7 and MDA-MB-231 cell lines. Cyclooxygenase (COX) inhibition studies revealed that 3 displayed strong interactions with COX-2, about 16 and 5 times more than free Ibu and CCC-Nap ligands, resp. The complex 3 improved the production of reactive oxygen species (ROS) by 10.7 fold compared to the control (H2O2 as a pos. control) in MCF-7 cells. Quantum chem. calculations gave more insights into the geometry and electronic properties of the novel complex 3, while mol. docking provided theor. information on the interactions of 3 with human cyclooxygenase-2 (COX-2) and the results were compared with those of the interactions of the free ligands with COX-2. In the experiment, the researchers used many compounds, for example, 3,5-Dibromoaniline(cas: 626-40-4Product Details of 626-40-4)

3,5-Dibromoaniline(cas: 626-40-4) belongs to anime. The methylamines occur in small amounts in some plants. Many polyfunctional amines (i.e., those having other functional groups in the molecule) occur as alkaloids in plants—for example, mescaline, 2-(3,4,5-trimethoxyphenyl)ethylamine; the cyclic amines nicotine, atropine, morphine, and cocaine; and the quaternary salt choline, N-(2-hydroxyethyl)trimethylammonium chloride, which is present in nerve synapses and in plant and animal cells.Product Details of 626-40-4

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Name: 4-Bromobenzoic acidIn 2020 ,《Accelerated Reactivity Mechanism and Interpretable Machine Learning Model of N-Sulfonylimines toward Fast Multicomponent Reactions》 was published in Organic Letters. The article was written by Jethava, Krupal P.; Fine, Jonathan; Chen, Yingqi; Hossain, Ahad; Chopra, Gaurav. The article contains the following contents:

We introduce chem. reactivity flowcharts to help chemists interpret reaction outcomes using statistically robust machine learning models trained on a small number of reactions. We developed fast N-sulfonylimine multicomponent reactions for understanding reactivity and to generate training data. Accelerated reactivity mechanisms were investigated using d. functional theory. Intuitive chem. features learned by the model accurately predicted heterogeneous reactivity of N-sulfonylimine with different carboxylic acids. Validation of the predictions shows that reaction outcome interpretation is useful for human chemists. The experimental part of the paper was very detailed, including the reaction process of 4-Bromobenzoic acid(cas: 586-76-5Name: 4-Bromobenzoic acid)

4-Bromobenzoic acid(cas: 586-76-5) has been used to study the metabolic fate of 2-,3-and 4-bromo benzoic acids in rat hepatocytes incubation using high temperature liquid chromatography. It was used in bromine-specific detection of the metabolites of 2-,3-and 4-bromobenzoic acid in the urine and bile of rats by inductively coupled plasma mass spectrometry.Name: 4-Bromobenzoic acid

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Safety of Bromopentacarbonylmanganese(I)In 2020 ,《Selective reductive cross-coupling of N-heteroarenes by an unsymmetrical PNP-ligated manganese catalyst》 was published in Journal of Catalysis. The article was written by Tan, Zhenda; Xiong, Biao; Yang, Jian; Ci, Chenggang; Jiang, Huanfeng; Zhang, Min. The article contains the following contents:

Herein, by developing an unprecedented manganese catalyst ligating with an unsym. 2-aminotetrahydronaphthyridyl PNP-ligands e.g., I, a new reductive cross-coupling of indoles II (R = H, 5-MeO, 7-Me, 2,5-di-Me, etc.)/1H-pyrrole, 2,5-dimethyl-1H-pyrrole and N-heteroarenes III (R1 = H, 2,3-di-Me, 4-chlorophenyl, thiophen-2-yl, etc.; X = CH, N) was achieved. Mechanistic investigations show that the catalyst-enabled in situ capture of the partially reduced intermediates by interruption of the second transfer hydrogenation of N-heteroarenes constitutes the key to success for the present reaction. The developed chem. proceeds with good substrate and functional group compatibility, high step and atom efficiency, and excellent chemo and regioselectivity, and is applicable for late-stage modification of pyridine-containing biomedical mols., which has established a new platform allowing the linkage of aromatic systems into functional frameworks, and further development of unsym. PNP organometallic complexes and related catalytic transformations. In the experiment, the researchers used many compounds, for example, Bromopentacarbonylmanganese(I)(cas: 14516-54-2Safety of Bromopentacarbonylmanganese(I))

Bromopentacarbonylmanganese(I)(cas: 14516-54-2) has many other uses. It is used in the formation of (eta6-arene)tricarbonylmanganese(I) by reacting with arene (arene= hexamethyl benzene, 1,2,4,5-tetramethyl benzene, mesitylene, p-xylene and toluene) in the presence silver salt.Safety of Bromopentacarbonylmanganese(I)

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Application of 3395-91-3In 2022 ,《Construction of tetralin and chromane cores by the Lewis acid promoted ring-opening cyclization of cyclopropyl methanesulfonates》 was published in Tetrahedron Letters. The article was written by Novikau, Ilya; Leushukou, Andrei; Tsiuryn, Mikita; Hurski, Alaksiej. The article contains the following contents:

Rearrangement of cyclopropyl methanesulfonates to allylic carbocations was employed for the construction of tetralin and chromate bicyclic cores. Authors found that this transformation proceeds efficiently and rapidly at room temperature in the presence of dimethylaluminum triflate serving as a non-nucleophilic Lewis acid. The reaction begins with the cyclopropanol ring-opening and follows by the Friedel-Crafts cyclization of the resulting cationic intermediate with a pendant aromatic ring. In the experimental materials used by the author, we found Methyl 3-bromopropanoate(cas: 3395-91-3Application of 3395-91-3)

Methyl 3-bromopropanoate(cas: 3395-91-3) belongs to bromides. One prominent application of synthetic organobromine compounds is the use of polybrominated diphenyl ethers as fire-retardants, and in fact fire-retardant manufacture is currently the major industrial use of the element bromine.Application of 3395-91-3

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

HPLC of Formula: 3395-91-3In 2020 ,《Byproducts formed During Thiol-Acrylate Reactions Promoted by Nucleophilic Aprotic Amines: Persistent or Reactive?》 was published in ChemPlusChem. The article was written by Drogkaris, Vasileios; Northrop, Brian H.. The article contains the following contents:

The nucleophile-initiated mechanism of thiol-Michael reactions naturally leads to the formation of undesired nucleophile byproducts. Three aza-Michael compounds representing nucleophile byproducts of thiol-acrylate reactions initiated by 4-dimethylaminopyridine (DMAP), 1-methylimidazole (MIM), and 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) have been synthesized and their reactivity in the presence of thiolate has been investigated. Spectroscopic anal. shows that each nucleophile byproduct reacts with thiolate to produce a desired thiol-acrylate product along with liberated aprotic amines DMAP, MIM, or DBU, thus demonstrating that these byproducts are reactive rather than persistent. D. functional theor. computations support exptl. observations and predict that a β-elimination mechanism is favored for converting each nucleophile byproduct into a desired thiol-acrylate product, though an SN2 process can be competitive (i. e. within <2.5 kcal/mol) in less polar solvents. The results came from multiple reactions, including the reaction of Methyl 3-bromopropanoate(cas: 3395-91-3HPLC of Formula: 3395-91-3)

Methyl 3-bromopropanoate(cas: 3395-91-3) belongs to bromides. One prominent application of synthetic organobromine compounds is the use of polybrominated diphenyl ethers as fire-retardants, and in fact fire-retardant manufacture is currently the major industrial use of the element bromine.HPLC of Formula: 3395-91-3

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Development of an efficient and sustainable synthesis of 2-(3-methyl-1H-1,2,4-triazol-1-yl)acetic acid under continuous-flow conditions》 was written by Tortoioli, Simone; Friedli, Astrid; Prud’homme, Alice; Richard-Bildstein, Sylvia; Kohler, Philipp; Abele, Stefan; Vile, Gianvito. Related Products of 5437-45-6This research focused ontriazole preparation green chem continuous flow. The article conveys some information:

A novel, metal-free process for the challenging synthesis of 2-(3-methyl-1H-1,2,4-triazol-1-yl)acetic acid is reported, which features an efficient construction of the triazole ring under flow conditions. This continuous, one-pot method is atom economical, highly selective and environmentally benign, due to the avoidance of chromatog. and isolation steps. Compared to the earlier batch routes, higher yields were achieved in a flow reactor. In addition, a highly-energetic intermediate could be controlled and handled in a safe manner. To generalize the established route, several triazoles I (R = CH2CO2Et, CH2CO2CH2C6H5, 4-FC6H4, CH2C6H5, 4-OCH3C6H4CH2, cyclohexyl; R1 = H, 5-bromopyridin-3-yl) were prepared under the described conditions, confirming that the methodol. could find useful applications for the rapid and sustainable construction of differentially-functionalized 1,2,4-triazoles.Benzyl 2-bromoacetate(cas: 5437-45-6Related Products of 5437-45-6) was used in this study.

Benzyl 2-bromoacetate(cas: 5437-45-6) has been used in the alkylation of (-)-2,3-O-isopropylidene-D-threitol that afforded lipopeptide, 2-[(4R,5R)-5-({[(9H-fluoren-9-yl)methoxy]carbonylaminomethyl}-2,2-dimethyl-1,3-dioxolan-4-yl)methoxy]acetic acid.Related Products of 5437-45-6

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary