Month: October 2022

The author of 《Switchable Solvatochromic Probes for Live-Cell Super-resolution Imaging of Plasma Membrane Organization》 were Danylchuk, Dmytro I.; Moon, Seonah; Xu, Ke; Klymchenko, Andrey S.. And the article was published in Angewandte Chemie, International Edition in 2019. Name: Ethyl 4-bromobutyrate The author mentioned the following in the article:

Visualization of the nanoscale organization of cell membranes remains challenging because of the lack of appropriate fluorescent probes. Herein, we introduce a new design concept for super-resolution microscopy probes that combines specific membrane targeting, on/off switching, and environment sensing functions. A functionalization strategy for solvatochromic dye Nile Red that improves its photostability is presented. The dye is grafted to a newly developed membrane-targeting moiety composed of a sulfonate group and an alkyl chain of varied lengths. While the long-chain probe with strong membrane binding, NR12A, is suitable for conventional microscopy, the short-chain probe NR4A, owing to the reversible binding, enables first nanoscale cartog. of the lipid order exclusively at the surface of live cells. The latter probe reveals the presence of nanoscopic protrusions and invaginations of lower lipid order in plasma membranes, suggesting a subtle connection between membrane morphol. and lipid organization. In the experiment, the researchers used Ethyl 4-bromobutyrate(cas: 2969-81-5Name: Ethyl 4-bromobutyrate)

Ethyl 4-bromobutyrate(cas: 2969-81-5) 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.Name: Ethyl 4-bromobutyrate

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Isothiourea-Catalyzed Atropselective Acylation of Biaryl Phenols via Sequential Desymmetrization/Kinetic Resolution》 was published in Angewandte Chemie, International Edition in 2020. These research results belong to Munday, Elizabeth S.; Grove, Markas A.; Feoktistova, Taisiia; Brueckner, Alexander C.; Walden, Daniel M.; Young, Claire M.; Slawin, Alexandra M. Z.; Campbell, Andrew D.; Cheong, Paul Ha-Yeon; Smith, Andrew D.. Reference of 1-Bromo-2-isopropylbenzene The article mentions the following:

Nonracemic biaryldiol monoesters such as I were prepared by desymmetrization of racemic biaryldiols with isobutyric anhydride and diisopropylethylamine in CH2Cl2 in the presence of nonracemic imidazo- or pyrimidobenzothiazoles. The optimal catalyst depended on the substitution pattern of the biaryldiol. The kinetics of the reaction were determined to understand the enantioselectivity of the acylation; the observed enantioselectivity is a result of an enantioselective desymmetrization coupled to a chiroablative kinetic resolution The free energies and structures of potential transition states were determined using DFT calculations to understand the factors leading to high enantiocontrol; maintenance of substrate planarity to maximize a 1,5-S···O interaction within the key acyl ammonium intermediate is the major determinant of acylation selectivity and thus product enantioselectivity. In the experiment, the researchers used many compounds, for example, 1-Bromo-2-isopropylbenzene(cas: 7073-94-1Reference of 1-Bromo-2-isopropylbenzene)

1-Bromo-2-isopropylbenzene(cas: 7073-94-1) belongs to organobromine compounds.Depending on the type of carbon to which the bromine is bonded, organic bromide could be alkyl, alkenyl, alkynyl, or aryl. Reference of 1-Bromo-2-isopropylbenzene Due to the reactivity of bromide, they are used as potential precursors or important intermediates in organic synthesis.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Mechanistic pathways for halogen dance reactions in bromo-thiophenes: a cascade-like pattern》 was published in Journal of Chemical Sciences (Berlin, Germany) in 2020. These research results belong to Sakhaee, Nader; Sakhaee, Sahar; Mobaraki, Akbar; Takallou, Ahmad; Sakhaee, Mohammad Hossein. Recommanded Product: 3141-27-3 The article mentions the following:

Ever since the halogen dance reaction was discovered by Bunnet et al, synthetic chemists have utilized the transformation in many desirable ways to build substituted heterocyclic target mols. of all kind. Using DFT-Cam-B3LYP/ land2dz computations and focused on Hannes Frohlich et al. Halogen dance (HD) reactions of bromothiophenes, a new bromo-bridged transition state (TS) is proposed. This bromo-bridged TS was then used to put forth eight possible isomerization as well as eight possible disproportionation paths. These mechanistic pathways were then carefully inspected based on TS’s energy and protonation/deprotonation steps to find the most suitable pathways. Collectively these mechanistic pathways joined like a jigsaw puzzle to give, for the first-time, a fully comprehensive cascade-like pattern for base-catalyzed halogen dance in its entirety. The present work may well shed light on a dynamic domino mechanism which dominates the realm of nonaqueous strongly basic medium, organic chem., reactions. After reading the article, we found that the author used 2,5-Dibromothiophene(cas: 3141-27-3Recommanded Product: 3141-27-3)

2,5-Dibromothiophene(cas: 3141-27-3) , is mainly used as pharmaceutical intermediate and synthesis intermediate. 2,5-Dibromothiophene may be used in the preparation of soluble α,ω-diformyl-a-oligothiophenes.Recommanded Product: 3141-27-3

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Manganese-Catalyzed β-Methylation of Alcohols by Methanol》 was written by Schlagbauer, Martin; Kallmeier, Fabian; Irrgang, Torsten; Kempe, Rhett. Electric Literature of C5BrMnO5 And the article was included in Angewandte Chemie, International Edition in 2020. The article conveys some information:

We report an earth-abundant-metal-catalyzed double and single methylation of alcs. A manganese catalyst, which operates at low catalyst loadings and short reaction times, mediates these reactions efficiently. A broad scope of primary and secondary alcs., including purely aliphatic examples, and 1,2-amino alcs. can be methylated. Furthermore, alc. methylation for the synthesis of pharmaceuticals has been demonstrated. The catalyst system tolerates many functional groups, among them hydrogenation-sensitive examples; and up-scaling is easily achieved. Mechanistic investigations are indicative of a borrowing hydrogen or hydrogen auto-transfer mechanism involving a bimetallic K-Mn catalyst. The catalyst accepts hydrogen as a proton and a hydride from alcs. efficiently and reacts with a chalcone via hydride transfer. After reading the article, we found that the author used Bromopentacarbonylmanganese(I)(cas: 14516-54-2Electric Literature of C5BrMnO5)

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.Electric Literature of C5BrMnO5

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Systematic Investigation into the Formation of Significant Amounts of Unknown Impurity during Scale-up of NaBH4-I2 Mediated Reduction of Nitro-Amide Intermediate of Mirabegron》 was written by Deshmukh, Dattatray G.; Bangal, Mukund N.; Kalawade, Kaustubh A.; Mathad, Vijayavitthal T.. Synthetic Route of C6H11BrO2 And the article was included in Organic Process Research & Development in 2020. The article conveys some information:

After successful development of a manufacturing process for the Mirabegron (I) at the laboratory scale, a muddled situation was aroused during the scale-up batches, wherein sodium borohydride-iodine (NaBH4-I2) mediated reduction of nitro-amide II ended up with substantial amounts (∼10%) of unspecified impurity in the nitro-amine intermediate III. On the basis of the structure elucidation and meticulous investigation, a reaction path for its genesis during the process was identified and an efficient mechanism proposed to arrest its formation. In-situ generated nickel boride (Ni2B) due to reaction of NiI2 (corrosion product) with NaBH4 followed by electrophilic attack of THF (solvent) was found to be the reason for the formation of impurity (IV). Execution of subsequent batches with proper controls arrested this impurity and successfully provided the Mirabegron with the desired quality. In the experiment, the researchers used Ethyl 4-bromobutyrate(cas: 2969-81-5Synthetic Route of C6H11BrO2)

Ethyl 4-bromobutyrate(cas: 2969-81-5) belongs to bromides. A variety of minor organobromine compounds are found in nature, but none are biosynthesized or required by mammals. Organobromine compounds have fallen under increased scrutiny for their environmental impact.Synthetic Route of C6H11BrO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Wu, Xiang; Ding, Du; Zhang, Ying; Jiang, Hua-Jie; Wang, Tao; Zhao, Li-Ping published their research in Chemical Communications (Cambridge, United Kingdom) in 2021. The article was titled 《Enantioselective synthesis of 1-aminoindene derivatives via asymmetric Bronsted acid catalysis》.Computed Properties of C20H20BrP The article contains the following contents:

A catalytic asym. iminium ion cyclization reaction of simple 2-alkenylbenzaldimines using a BINOL-derived chiral N-triflyl phosphoramide was described. The corresponding 1-aminoindenes I [R1 = H, Ph, Bn, etc.; R2 = H, Me, Ph, etc.; R3 = H, 5-F, 5-Me, etc.] and tetracyclic 1-aminoindanes II [R4 = H, Me, Et, etc.] were formed in good yields and high enantioselectivities. Further, the chem. utility of the obtained enantiopure 1-aminoindene was demonstrated for the asym. synthesis of (S)-rasagiline. The experimental process involved the reaction of Ethyltriphenylphosphonium bromide(cas: 1530-32-1Computed Properties of C20H20BrP)

Ethyltriphenylphosphonium bromide(cas: 1530-32-1) is a phase transfer catalyst, used to accelerate the cure of phenolic-based epoxy resins, certain fluoroelastomer resins and thermosetting powder coatings. It is also used as catalysts in the synthesis of certain organic compounds and as a pharmaceutical intermediate.Computed Properties of C20H20BrP

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2022,Rodrigalvarez, Jesus; Reeve, Luke A.; Miro, Javier; Gaunt, Matthew J. published an article in Journal of the American Chemical Society. The title of the article was 《Pd(II)-Catalyzed Enantioselective C(sp3)-H Arylation of Cyclopropanes and Cyclobutanes Guided by Tertiary Alkylamines》.Formula: C4H7Br The author mentioned the following in the article:

Here, a palladium-catalyzed enantioselective C(sp3)-H arylation of aminomethyl-cyclopropanes I [R = H, Me, (CH2)2OMe, 4-ClC6H44; R1 = NMe2, NEt2, N-piperidinyl, etc.; Ar = Ph, 2-naphthyl, 6-Cl-3-pyridinyl, etc.; n = 1] and -cyclobutanes I [n = 2] with aryl boronic acids was reported. A range of native tertiary alkylamine groups were able to direct C-H cleavage and forge carbon-aryl bonds on the strained cycloalkanes framework as single diastereomers and with excellent enantiomeric ratios. Central to the success of this strategy was the use of a simple N-acetyl amino acid ligand, which not only controls the enantioselectivity but also promotes γ-C-H activation of over other pathways. Computational anal. of the cyclopalladation step provided an understanding of how enantioselective C-H cleavage occurred and revealed distinct transition structures to our previous work on enantioselective desymmetrization of N-iso-Bu tertiary alkylamines. This straightforward and operationally simple method simplified the construction of functionalized aminomethyl-strained cycloalkanes, which was believed will find widespread use in academic and industrial settings relating to the synthesis of biol. active small mols.(Bromomethyl)cyclopropane(cas: 7051-34-5Formula: C4H7Br) was used in this study.

(Bromomethyl)cyclopropane(cas: 7051-34-5) is used as a synthetic building block for the introduction of the cyclopropylmethyl group. It was also used in the synthesis of 1,4-dienes via iron-catalyzed cross-coupling with alkenyl Grignard reagents.Formula: C4H7Br

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2022,Santra, Somtirtha; Maharana, Debasis; Kotecha, Prakash; Banerjee, Tamal published an article in Industrial & Engineering Chemistry Research. The title of the article was 《Process Simulation and Multiobjective Optimization for High-Purity Hexane Recovery Using Deep Eutectic Solvent》.Name: Methyltriphenylphosphonium bromide The author mentioned the following in the article:

Deep eutectic solvents (DESs) are an exptl. proven and attractive solvent in the field of green chem. for aromatic extraction from a mixture of aliphatic-aromatic mixtures The current work reports a multiscale strategy using quantum chem. calculations, thermodn. models, process simulation, and multiobjective optimization for the simultaneous production of high-purity hexane and aromatic removal using the DES Me tri-Ph phosphonium bromide/ethylene glycol (1:4). Initially the phase equilibrium data have been benchmarked through the continuum solvation-based COSMO-SAC model, which has a root-mean-square deviation of 5.81%. Thereafter, a conceptual multiloop extraction and solvent recovery process has been developed and simulated that incorporates sensitivity anal. to analyze the impact of different process parameters on the system. These parameters, namely, annualized capital cost, benzene content in the hexane product stream, and hexane recovery, have been further formulated as three sep. objective functions to be optimized using a nondominated sorting genetic algorithm. After optimization, a series of solutions have been obtained from the Pareto front. The results provide 92% hexane recovery with a benzene concentration of less than 50 ppm. This shall enable the industrial production of high-purity hexane using efficient and sustainable green solvents. The experimental process involved the reaction of Methyltriphenylphosphonium bromide(cas: 1779-49-3Name: Methyltriphenylphosphonium bromide)

Methyltriphenylphosphonium bromide(cas: 1779-49-3) is an organophosphorus compound, with potential use as a precursor and a solvent in organic synthesis. And it is used widely for methylenation via the Wittig reaction.Name: Methyltriphenylphosphonium bromide

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2022,Jiang, Xiao; Tian, Zhongjian; Ji, Xingxiang; Ma, Hao; Yang, Guihua; He, Ming; Dai, Lin; Xu, Ting; Si, Chuanling published an article in International Journal of Biological Macromolecules. The title of the article was 《Alkylation modification for lignin color reduction and molecular weight adjustment》.COA of Formula: C6H12Br2 The author mentioned the following in the article:

The application of industrial kraft lignin is limited by its low mol. weight, dark color, and low solubility In this work, an efficient crosslinking reaction with N,N-Dimethylformamide (DMF) and 1,6-dibromohexane was proposed for adjusting the mol. weight and color of lignin. The chem. structure of alkylation lignin was systematically investigated by gel permeation chromatog. (GPC), UV spectroscopy, Fourier transform IR (FT-IR) spectroscopy, and 2D heteronuclear single quantum correlation NMR (HSQC NMR) spectra. After the alkylation modification, the mol. weights of the lignin were increased to 1643%. The resinol (β-β), β-aryl ether (β-O-4), and phenylcoumaran (β-5) linkages were still the main types of the linkages. The formation of β-β linkage would be inhibited at high temperatures The color reduction of lignin can be attributed to the low content of chromophores and low packing d. This alkylation lignin will be a new and general approach for developing mol. weight-controlled and light-colored lignins, which can find more applications in cosmetics, packing, and other fields. The experimental process involved the reaction of 1,6-Dibromohexane(cas: 629-03-8COA of Formula: C6H12Br2)

1,6-Dibromohexane(cas: 629-03-8) is generally used to introduce C6 spacer in the molecular architecture. Some of the examples are: synthesis of solvent processable and conductive polyfluorene ionomers for alkaline fuel cell applications; synthesis of cross-linkable regioregular poly(3-(5-hexenyl)thiophene) (P3HNT) for stabilizing the film morphology in polymer photovoltaic cells.COA of Formula: C6H12Br2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2022,Bhumireddy, Archana; Bandaru, N. V. M. Rao; Raghurami Reddy, B.; Gore, Suraj T.; Mukherjee, Subhendu; Balasubramanian, Wesley Roy; Sumanth Kumar, V.; Alapati, Krishna Satya; Venkata Gowri Chandra Sekhar, Kondapalli; Nellore, Kavitha; Abbineni, Chandrasekhar; Samajdar, Susanta published an article in Bioorganic & Medicinal Chemistry Letters. The title of the article was 《Design, synthesis, and biological evaluation of phenyl thiazole-based AR-V7 degraders》.Recommanded Product: Ethyl 5-bromovalerate The author mentioned the following in the article:

Multiple Splice variants of AR have been reported in the past few years. These splice variants are upregulated in most cases of CRPC resulting in poor prognosis. Most of these variants lack the ligand binding domain (LBD) but still bind to DNA resulting in constitutive activation of downstream targets. The AR-V7 splice variant has been characterized extensively and current clin. trials in CRPC are exploring the use of AR-V7 as a biomarker. New therapeutic mols. that selectively target AR-V7 are also being explored. However, there is a dearth of information available on the selectivity, phenotypic responses in AR-V7 dependent cell lines and pharmacokinetic properties of such mols. Using our proprietary computational algorithms and rational SAR optimization, we have developed a potent and selective AR-V7 degrader from a known AR DNA binding domain (DBD) binder. This mol. effectively degraded AR-V7 in a CRPC cell line and demonstrated good oral bioavailability in mouse PK studies. This tool compound can be used to evaluate the pharmacol. effects of AR-V7 degraders. Further exploration of SAR can be pursued to develop more optimized lead compoundsEthyl 5-bromovalerate(cas: 14660-52-7Recommanded Product: Ethyl 5-bromovalerate) was used in this study.

Ethyl 5-bromovalerate(cas: 14660-52-7) 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.Recommanded Product: Ethyl 5-bromovalerate

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary