Tag: 100-200

Formula: C4H6BrFO2On May 6, 2022 ,《Synthesis of α-Fluorinated Areneacetates through Photoredox/Copper Dual Catalysis》 appeared in Organic Letters. The author of the article were Levitre, Guillaume; Granados, Albert; Cabrera-Afonso, Maria Jesus; Molander, Gary A.. The article conveys some information:

A metallaphotoredox method for the preparation of α-fluorinated areneacetates R-R1 [R = 4-MeC6H4, 3-FC6H4, 4-BrC6H4, etc.; R1 = CFC(O)OEt, CF2C(O)OEt, CF2P(O)OEt2] based on the synergistic combination of Ir/Cu dual catalysis from boronic acids was reported. The mild conditions allowed broad functional group tolerance, including substrates containing aldehydes, free phenols and N-Boc-protected amines. Mechanistic investigations support a process proceeding via photoredox/copper dual catalysis. The experimental part of the paper was very detailed, including the reaction process of Ethylbromofluoroacetate(cas: 401-55-8Formula: C4H6BrFO2)

Ethylbromofluoroacetate(cas: 401-55-8) is a member of organofluorine compounds. Organofluorine compounds, which have carbon-fluorine bonds, show unique features such as high thermal and chemical stability, high surface activity, no light-absorbing ability, high pharmacological effect, and so on. Owing to their specific characters, they are indispensable chemicals for industry and our daily lives.Formula: C4H6BrFO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Improved HDAC inhibition, stronger cytotoxic effect and higher selectivity against leukemias and lymphomas of novel, tricyclic vorinostat analogues》 was written by Bieszczad, Bartosz; Garbicz, Damian; Switalska, Marta; Dudek, Marta K.; Warszycki, Dawid; Wietrzyk, Joanna; Grzesiuk, Elzbieta; Mieczkowski, Adam. COA of Formula: C5H9BrO2This research focused ontricyclic vorinostat analog lymphoma leukemia HDAC inhibition cytotoxic effect; HDAC inhibitors; Vorinostat; dibenzodiazocines; histone deacetylase; hydroxamic acid; selectivity. The article conveys some information:

Histone deacetylase (HDAC) inhibitors are a class of drugs used in the cancer treatment. Here, we developed a library of 19 analogs of Vorinostat, an HDAC inhibitor used in lymphomas treatment. In Vorinostat, we replaced the hydrophobic Ph group with various tricyclic ′caps′ possessing a central, eight-membered, heterocyclic ring, and investigated the HDAC activity and cytotoxic effect on the cancer and normal cell lines. We found that 3 out of the 19 compounds, based on dibenzo[b,f]azocin-6(5H)-one, 11,12-dihydrodibenzo[b,f]azocin-6(5H)-one, and benzo[b]naphtho[2,3-f][1,5]diazocine-6,14(5H,13H)-dione scaffolds, showed better HDACs inhibition than the referenced Vorinostat. In leukemic cell line MV4-11 and in the lymphoma cell line Daudi, three compounds showed lower IC50 values than Vorinostat. These compounds had higher activity and selectivity against MV4-11 and Daudi cell lines than reference Vorinostat. We also observed a strong correlation between HDACs inhibition and the cytotoxic effect. Cell lines derived from solid tumors: A549 (lung carcinoma) and MCF-7 (breast adenocarcinoma) as well as reference BALB/3T3 (normal murine fibroblasts) were less susceptible to compounds tested. Developed derivatives show improved properties than Vorinostat, thus they could be considered as possible agents for leukemia and lymphoma treatment. The experimental part of the paper was very detailed, including the reaction process of Ethyl 3-bromopropanoate(cas: 539-74-2COA of Formula: C5H9BrO2)

Ethyl 3-bromopropanoate(cas: 539-74-2) belongs to organobromine compounds.Most of the natural organobromine compounds are produced by marine organisms , and several brominated metabolites with antibacterial , antitumor , antiviral , and antifungal activity have been isolated from seaweed, sponges, corals, molluscs, and others. COA of Formula: C5H9BrO2 In contrast, terrestrial plants account only for a few bromine-containing compounds.

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

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

《A Widely Applicable Dual Catalytic System for Cross-Electrophile Coupling Enabled by Mechanistic Studies》 was published in ACS Catalysis in 2020. These research results belong to Charboneau, David J.; Barth, Emily L.; Hazari, Nilay; Uehling, Mycah R.; Zultanski, Susan L.. COA of Formula: C6H11BrO2 The article mentions the following:

A dual catalytic system for cross-electrophile coupling reactions between aryl halides and alkyl halides that features a Ni catalyst, a Co cocatalyst, and a mild homogeneous reductant is described. Mechanistic studies indicate that the Ni catalyst activates the aryl halide, while the Co cocatalyst activates the alkyl halide. This allows the system to be rationally optimized for a variety of substrate classes by simply modifying the loadings of the Ni and Co catalysts based on the reaction product profile. For example, the coupling of aryl bromides and aryl iodides with alkyl bromides, alkyl iodides, and benzyl chlorides is demonstrated using the same Ni and Co catalysts under similar reaction conditions but with different optimal catalyst loadings in each case. Our system is tolerant of numerous functional groups and is capable of coupling heteroaryl halides, di-ortho-substituted aryl halides, pharmaceutically relevant druglike aryl halides, and a diverse range of alkyl halides. Addnl., the dual catalytic platform facilitates a series of selective one-pot three-component cross-electrophile coupling reactions of bromo(iodo)arenes with two distinct alkyl halides. This demonstrates the unique level of control that the platform provides and enables the rapid generation of mol. complexity. The system can be readily utilized for a wide range of applications as all reaction components are com. available, the reaction is scalable, and toxic amide-based solvents are not required. It is anticipated that this strategy, as well as the underlying mechanistic framework, will be generalizable to other cross-electrophile coupling reactions. In the experiment, the researchers used Ethyl 4-bromobutyrate(cas: 2969-81-5COA of Formula: 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.COA of Formula: C6H11BrO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Reductive sp3-sp2 Coupling Reactions Enable Late-Stage Modification of Pharmaceuticals》 was published in Organic Letters in 2020. These research results belong to Mennie, Katrina M.; Vara, Brandon A.; Levi, Samuel M.. HPLC of Formula: 3395-91-3 The article mentions the following:

Late-stage derivatization of pharmaceutically relevant scaffolds relies on the availability of highly functional-group tolerant reactions. Reactions that increase the sp3 character of mols. enable the pursuit of more selective and well-tolerated pharmaceuticals. Herein, we report the use of sp3-sp2 cross-electrophile reductive couplings to modify a generic ATP-competitive kinase inhibitor with a broad range of primary and secondary alkyl halide coupling partners. After reading the article, we found that the author used Methyl 3-bromopropanoate(cas: 3395-91-3HPLC of Formula: 3395-91-3)

Methyl 3-bromopropanoate(cas: 3395-91-3) belongs to bromides. Most organobromine compounds, like most organohalide compounds, are relatively nonpolar. Bromine is more electronegative than carbon (2.9 vs 2.5). Consequently, the carbon in a carbon–bromine bond is electrophilic, i.e. alkyl bromides are alkylating agents.HPLC of Formula: 3395-91-3

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Novel biocompatible core/shell Fe3O4@NFC@Co(II) as a new catalyst in a multicomponent reaction: an efficient and sustainable methodology and novel reusable material for one-pot synthesis of 4H-pyran and pyranopyrazole in aqueous media》 was published in RSC Advances in 2020. These research results belong to Kargar, Pouya Ghamari; Bagherzade, Ghodsieh; Eshghi, Hossein. Application In Synthesis of o-Bromobenzaldehyde The article mentions the following:

In this work, by controlling the interaction between the inorganic complexes and the support material, authors designed a high activity nanostructured combination of a magnetic nanoparticle Fe3O4@NFC@Co(II) terminated complex as a multi-nuclear catalyst. This protocol involves an environment friendly approach using cobalt acetate. The magnetic nanostructure Fe3O4@NFC@Co(II) was used as a novel, green and a powerful catalyst that demonstrated a short reaction time, high yield and easy procedure for the cascade Knoevenagel-Michael-cyclocondensation reaction for the one-pot synthesis of 4H-pyrans and pyranopyrazoles. The superparamagnetic nanocomposite could be conveniently separated by using an external magnet. Moreover, the catalyst could be reused at least five times in new reaction runs without a noticeable loss of activity. The prepared catalyst was characterized by FT-IR, XRD, VSM, FESEM, EDAX, TEM, ICP and TGA techniques. The experiments were achieved with good yields and implied that the catalytic method was effective and convenient for heterocyclic synthesis. In the part of experimental materials, we found many familiar compounds, such as o-Bromobenzaldehyde(cas: 6630-33-7Application In Synthesis of o-Bromobenzaldehyde)

o-Bromobenzaldehyde(cas: 6630-33-7) is used in L-threonine aldolase-catalyzed enantio/diastereoselective aldol reactions.Application In Synthesis of o-BromobenzaldehydeSynthetic applications of o-Bromobenzaldehyde include: synthesis of aza-fused polycyclic quinolines through copper-catalyzed cascade reaction, preparation of 1-substituted indazoles by CuI-catalyzed coupling with N-aryl hydrazides.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Boron tribromide as a reagent for anti-Markovnikov addition of HBr to cyclopropanes》 was published in Chemical Science in 2020. These research results belong to Gieuw, Matthew H.; Chen, Shuming; Ke, Zhihai; Houk, K. N.; Yeung, Ying-Yeung. Electric Literature of C4H7Br The article mentions the following:

Although radical formation from a trialkylborane is well documented, the analogus reaction mode is unknown for trihaloboranes. The generation of bromine radicals from boron tribromide and simple proton sources, such as water or tert-butanol, under open-flask conditions was discovered. Cyclopropanes bearing a variety of substituents I (R1 = Ph, naphthalen-2-yl, CN, etc.; R2 = H, Me, Ph, methoxycarbonyl, etc.; R3 = H, Ph) were hydro- and deuterio-brominated to furnish anti-Markovnikov products (R1)(R2)C(R4)CH2CH(R3)Br (R4 = H, D) in a highly regioselective fashion. NMR mechanistic studies and DFT calculations point to a radical pathway instead of the conventional ionic mechanism expected for BBr3. In the experimental materials used by the author, we found (Bromomethyl)cyclopropane(cas: 7051-34-5Electric Literature of C4H7Br)

(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.Electric Literature of C4H7Br

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

The author of 《Sustainable strategies based on glycine-betaine analogue ionic liquids for the recovery of monoclonal antibodies from cell culture supernatants》 were Capela, Emanuel V.; Santiago, Alexandre E.; Rufino, Ana F. C. S.; Tavares, Ana P. M.; Pereira, Matheus M.; Mohamadou, Aminou; Aires-Barros, M. Raquel; Coutinho, Joao A. P.; Azevedo, Ana M.; Freire, Mara G.. And the article was published in Green Chemistry in 2019. Product Details of 2969-81-5 The author mentioned the following in the article:

Monoclonal antibodies (mAbs) are of crucial interest for therapeutic purposes, particularly in vaccination and immunization, and in the treatment of life-threatening diseases. However, their downstream processing from the complex cell culture media in which they are produced still requires multiple steps, making mAbs extremely high-cost products. Therefore, the development of cost-effective, sustainable and biocompatible purification strategies for mAbs is in high demand to decrease the associated economic, environmental and health burdens. Herein, novel aqueous biphasic systems (ABS) composed of glycine-betaine analog ionic liquids (AGB-ILs) and K2HPO4/KH2PO4 at pH 7.0, the resp. three-phase partitioning (TPP) systems, and hybrid processes combined with ultrafiltration were investigated and compared in terms of performance as alternative strategies for the purification and recovery of anti-human interleukin-8 (anti-IL-8) mAbs, which are specific therapeutics in the treatment of inflammatory diseases, from Chinese Hamster Ovary (CHO) cell culture supernatants. With the studied ABS, mAbs preferentially partition to the IL-rich phase, with recovery yields up to 100% and purification factors up to 1.6. The best systems were optimized in what concerns the IL concentration, allowing to take advantage of IL-based three-phase partitioning approaches where a precipitate enriched in mAbs is obtained at the ABS interface, yielding 41.0% of IgG with a purification factor of 2.7 (purity of 60.9%). Hybrid processes combining the two previous techniques and an ultrafiltration step were finally applied, allowing the recovery of mAbs from the different fractions in an appropriate buffer solution for further biopharmaceutical formulations, while allowing the simultaneous IL removal and reuse. The best results were obtained with the hybrid process combining TPP and ultrafiltration, allowing to obtain mAbs with a purity higher than 60%. The recyclability of the IL was addnl. demonstrated, revealing no losses in the purification and recovery performance of these systems for mAbs. The biol. activity of anti-IL-8 mAbs is maintained after the several purification and recovery steps, indicating that the novel ABS, three-phase partitioning and hybrid processes comprising AGB-ILs are promising and sustainable strategies in mAbs downstream processing. The experimental process involved the reaction of Ethyl 4-bromobutyrate(cas: 2969-81-5Product Details of 2969-81-5)

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.Product Details of 2969-81-5

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

The author of 《Hydrophilic quaternary ammonium-group-containing [FeFe]H2ase models prepared by quaternization of the pyridyl N atoms in pyridylazadiphosphine- and pyridylmethylazadiphosphine-bridged diiron complexes with various electrophiles》 were Song, Li-Cheng; Feng, Li; Guo, Yuan-Qiang. And the article was published in Dalton Transactions in 2019. Recommanded Product: 4-Bromobutanoic acid The author mentioned the following in the article:

The first aromatic quaternary ammonium-group-containing [FeFe]H2ase models have been prepared by a simple and convenient two-step method in high yields. Thus, on the basis of preparation of the N-pyridylazadiphosphine-bridged diiron complex (μ-PDT)Fe2(CO)4[μ-3-(Ph2P)2NC5H4N] (A) by CO substitution of parent complex (μ-PDT)Fe2(CO)6 with N-pyridylazadiphosphine 3-(Ph2P)2NC5H4N in refluxing xylene, further quaternization of the pyridyl N atom in complex A with electrophile 1,3-propanesultone, 1,3,2-dioxathiolane-2,2-dioxide, or 4-bromobutyric acid in refluxing MeCN afforded the pyridyl quaternary ammonium-group-containing models (μ-PDT)Fe2(CO)4[μ-3-(Ph2P)2NC5H4NR] (1, R = (CH2)3SO3; 2, R = (CH2)2OSO3) and (μ-PDT)Fe2(CO)4[μ-3-(Ph2P)2NC5H4N(CH2)3CO2H]Br (3). Similarly, the N-pyridylmethylazadiphosphine-bridged diiron complex (μ-PDT)Fe2(CO)4[μ-3-(Ph2P)2NCH2C5H4N] (B) could be prepared by CO substitution of parent complex (μ-PDT)Fe2(CO)6 with N-pyridylmethylazadiphosphine 3-(Ph2P)2NCH2C5H4N in refluxing xylene, while further quaternization of the pyridylmethyl N atom in complex B with 1,3-propanesultone and 3-bromo-1-propanol in MeCN at reflux gave the pyridylmethyl quaternary ammonium-group-containing models (μ-PDT)Fe2(CO)4[μ-3-(Ph2P)2NCH2C5H4N(CH2)3SO3] (4) and (μ-PDT)Fe2(CO)4[μ-3-(Ph2P)2NCH2C5H4N(CH2)3OH]Br (5), resp. All new complexes A, B, and 1-5 were characterized by elemental anal. and various spectroscopies, while the mol. structures of complexes A, B, 2 and 5 were further confirmed by x-ray crystallog. The electrochem. study on hydrophilic models 1 and 3 in MeCN and the MeCN/H2O mixed solvent indicated that the reduction potentials were shifted to less-neg. potentials as the water content increased; such an observation implies that both 1 and 3 are easily reduced in the mixed MeCN/H2O solvent than in MeCN. In addition, the electrocatalytic study demonstrated that both 1 and 3 can serve as electrocatalysts for H2 production from acetic acid with higher icat/ip and TONs in MeCN/H2O than in MeCN. In the experiment, the researchers used 4-Bromobutanoic acid(cas: 2623-87-2Recommanded Product: 4-Bromobutanoic acid)

4-Bromobutanoic acid(cas: 2623-87-2) belongs to carboxylic acids. The chief chemical characteristic of the carboxylic acids is their acidity. They are generally more acidic than other organic compounds containing hydroxyl groups but are generally weaker than the familiar mineral acids (e.g., hydrochloric acid, HCl, sulfuric acid, H2SO4, etc.).Recommanded Product: 4-Bromobutanoic acid

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary