Tag: 100-200

SDS of cas: 25637-16-5In 2020 ,《A general carbonyl alkylative amination for tertiary amine synthesis》 was published in Nature (London, United Kingdom). The article was written by Kumar, Roopender; Floden, Nils J.; Whitehurst, William G.; Gaunt, Matthew J.. The article contains the following contents:

The ubiquity of tertiary alkylamines in pharmaceutical and agrochem. agents, natural products and small-mol. biol. probes has stimulated efforts towards their streamlined synthesis. Arguably the most robust method for the synthesis of tertiary alkylamines is carbonyl reductive amination, which comprises two elementary steps: the condensation of a secondary alkylamine with an aliphatic aldehyde to form an all-alkyl-iminium ion, which is subsequently reduced by a hydride reagent. Direct strategies were sought for a ‘higher order’ variant of this reaction via the coupling of an alkyl fragment with an alkyl-iminium ion that was generated in situ. However, despite extensive efforts, the successful realization of a ‘carbonyl alkylative amination’ has not yet been achieved. Here the authors present a practical and general synthesis of tertiary alkylamines through the addition of alkyl radicals to all-alkyl-iminium ions. The process is facilitated by visible light and a silane reducing agent, which trigger a distinct radical initiation step to establish a chain process. This operationally straightforward, metal-free and modular transformation forms tertiary amines, without structural constraint, via the coupling of aldehydes and secondary amines with alkyl halides. The structural and functional diversity of these readily available precursors provides a versatile and flexible strategy for the streamlined synthesis of complex tertiary amines. In addition to this study using 4-Bromotetrahydropyran, there are many other studies that have used 4-Bromotetrahydropyran(cas: 25637-16-5SDS of cas: 25637-16-5) was used in this study.

4-Bromotetrahydropyran(cas: 25637-16-5) is often used as reactant for: preparation of anthranilic acids as antibacterial agents with human serum albumin binding affinity; preparation of antiatherogenic antioxidant di-tert-butyldihydrobenzofuranols via Grignard reactions with di-tert-butyl(hydroxy)benzaldehyde derivatives; synthesis of gephyrotoxin via the Schmidt reaction.SDS of cas: 25637-16-5

Referemce:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

Computed Properties of C5H9BrOIn 2021 ,《Design, synthesis and biological evaluations of a series of Pyrido[1,2-a]pyrimidinone derivatives as novel selective FGFR inhibitors》 appeared in European Journal of Medicinal Chemistry. The author of the article were Ran, Kai; Zeng, Jun; Wan, Guoquan; He, Xiaojie; Feng, Zhanzhan; Xiang, Wang; Wei, Wei; Hu, Xiang; Wang, Ningyu; Liu, Zhihao; Yu, Luoting. The article conveys some information:

Herein, the design and synthesis of pyrido[1,2-a]pyrimidinone derivatives I (R1 = methoxyethoxy, tert-butoxycarbonyl-1,2,3,6-tetrahydropyridin-4-yl, 1H-pyrazol-4-yl, etc.) and II (R2 = Me, azetidin-3-yl, etc.; R3 = 3-[(propan-2-yl)amino]propyl, prop-2-yn-1-yl, cyclopropylmethyl, etc.) as potent FGFR inhibitors were described. Examination of structure-activity relationships and preliminary assessment identified I (R1 = 1-methyl-1H-pyrazol-4-yl) as a novel FGFR inhibitor that displayed excellent potency in vitro. Candidate I [R1 = 1-methyl-1H-pyrazol-4-yl (III)] suppressed the phosphorylation of FGFR signaling pathways and induced cell cycle arrest and apoptosis at low nanomolar concentration In the kinase inhibition profile, III showed excellent kinase selectivity for the FGFR family. Furthermore, III showed higher aqueous solubility than Erdafitinib. Moreover, III exhibited potent antitumor activity (tumor growth inhibition = 106.4%) in FGFR2-amplified SNU-16 gastric cancer xenograft model using a daily oral dose of 30 mg/kg. These results suggest that III is a promising candidate for further drug development. In the experimental materials used by the author, we found 4-Bromotetrahydropyran(cas: 25637-16-5Computed Properties of C5H9BrO)

4-Bromotetrahydropyran(cas: 25637-16-5) is often used as reactant for: nickel-catalyzed alkyl-alkyl Suzuki coupling reactions with boron reagents, preparation of a selective small-molecule melanocortin-4 receptor agonist with efficacy in a pilot study of sexual dysfunction in humans; preparation of aliphatic hydrocarbons via nickel-catalyzed Suzuki cross-coupling with alkylboranes.Computed Properties of C5H9BrO

Referemce:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

Liu, Yi; Zhou, Cuihan; Jiang, Meijing; Arndtsen, Bruce A. published an article in 2022. The article was titled 《Versatile Palladium-Catalyzed Approach to Acyl Fluorides and Carbonylations by Combining Visible Light- and Ligand-Driven Operations》, and you may find the article in Journal of the American Chemical Society.Reference of 4-Bromotetrahydropyran The information in the text is summarized as follows:

The development of a general palladium-catalyzed carbonylative method to synthesize acyl fluorides RC(O)F (R = n-Bu, cyclohexyl, 4-methylphenyl, pyridin-3-yl, etc.) from aryl, heteroaryl, alkyl, and functionalized organic halides RX was described. Mechanistic anal. suggests that the reaction proceeds via the unique, synergistic combination of visible light photoexcitation of Pd(0) to induce oxidative addition with a ligand-favored reductive elimination. These together create a unidirectional catalytic cycle that is uninhibited by the classical effect of carbon monoxide coordination. Coupling the catalytic formation of acyl fluorides with their subsequent nucleophilic reactions has opened a method to perform carbonylation reactions with unprecedented breadth, including the assembly of highly functionalized carbonyl-containing products.4-Bromotetrahydropyran(cas: 25637-16-5Reference of 4-Bromotetrahydropyran) was used in this study.

4-Bromotetrahydropyran(cas: 25637-16-5) is often used as reactant for: nickel-catalyzed alkyl-alkyl Suzuki coupling reactions with boron reagents, preparation of a selective small-molecule melanocortin-4 receptor agonist with efficacy in a pilot study of sexual dysfunction in humans; preparation of aliphatic hydrocarbons via nickel-catalyzed Suzuki cross-coupling with alkylboranes.Reference of 4-Bromotetrahydropyran

Referemce:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

Barlaam, Bernard; De Savi, Chris; Dishington, Allan; Drew, Lisa; Ferguson, Andrew D.; Ferguson, Douglas; Gu, Chungang; Hande, Sudhir; Hassall, Lorraine; Hawkins, Janet; Hird, Alexander W.; Holmes, Jane; Lamb, Michelle L.; Lister, Andrew S.; McGuire, Thomas M.; Moore, Jane E.; O’Connell, Nichole; Patel, Anil; Pike, Kurt G.; Sarkar, Ujjal; Shao, Wenlin; Stead, Darren; Varnes, Jeffrey G.; Vasbinder, Melissa M.; Wang, Lei; Wu, Liangwei; Xue, Lin; Yang, Bin; Yao, Tieguang published their research in Journal of Medicinal Chemistry in 2021. The article was titled 《Discovery of a Series of 7-Azaindoles as Potent and Highly Selective CDK9 Inhibitors for Transient Target Engagement》.Application In Synthesis of 4-Bromotetrahydropyran The article contains the following contents:

Optimization of a series of azabenzimidazole54387894As identified from screening hit 2 and the information gained from a co-crystal structure of the azabenzimidazole-based lead 6 bound to CDK9 led to the discovery of azaindoles as highly potent and selective CDK9 inhibitors. With the goal of discovering a highly selective and potent CDK9 inhibitor administered i.v. that would enable transient target engagement of CDK9 for the treatment of hematol. malignancies, further optimization focusing on physicochem. and pharmacokinetic properties led to azaindoles 38 (I) and 39 (II). These compounds are highly potent and selective CDK9 inhibitors having short half-lives in rodents, suitable phys. properties for i.v. administration, and the potential to achieve profound but transient inhibition of CDK9 in vivo. The results came from multiple reactions, including the reaction of 4-Bromotetrahydropyran(cas: 25637-16-5Application In Synthesis of 4-Bromotetrahydropyran)

4-Bromotetrahydropyran(cas: 25637-16-5) is often used as reactant for: nickel-catalyzed alkyl-alkyl Suzuki coupling reactions with boron reagents, preparation of a selective small-molecule melanocortin-4 receptor agonist with efficacy in a pilot study of sexual dysfunction in humans; preparation of aliphatic hydrocarbons via nickel-catalyzed Suzuki cross-coupling with alkylboranes.Application In Synthesis of 4-Bromotetrahydropyran

Referemce:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

Aguirre, Ana L.; Loud, Nathan L.; Johnson, Keywan A.; Weix, Daniel J.; Wang, Ying published their research in Chemistry – A European Journal in 2021. The article was titled 《ChemBead Enabled High-Throughput Cross-Electrophile Coupling Reveals a New Complementary Ligand》.COA of Formula: C5H9BrO The article contains the following contents:

Herein, the adaptation of nickel-catalyzed cross-electrophile coupling of aryl bromides with alkyl halides to HTE was enabled by AbbVie ChemBeads technol. By using this approach, the reactivity space at a global level with a challenging array of 3×222 micromolar reactions was mapped. The observed hit rate (56%) was competitive with other often-used HTE reactions and the results were scalable. A key to this level of success was the finding that bipyridine 6-carboxamidine (BpyCam), a ligand that had not previously been shown to be optimal in any reaction, was as general as the best-known ligands with complementary reactivity. Such “”cryptic”” catalysts may be common and modern HTE methods should facilitate the process of finding these catalysts. In addition to this study using 4-Bromotetrahydropyran, there are many other studies that have used 4-Bromotetrahydropyran(cas: 25637-16-5COA of Formula: C5H9BrO) was used in this study.

4-Bromotetrahydropyran(cas: 25637-16-5) is often used as reactant for: nickel-catalyzed alkyl-alkyl Suzuki coupling reactions with boron reagents, preparation of a selective small-molecule melanocortin-4 receptor agonist with efficacy in a pilot study of sexual dysfunction in humans; preparation of aliphatic hydrocarbons via nickel-catalyzed Suzuki cross-coupling with alkylboranes.COA of Formula: C5H9BrO

Referemce:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

In 2018,Perry, Ian B.; Brewer, Thomas F.; Sarver, Patrick J.; Schultz, Danielle M.; DiRocco, Daniel A.; MacMillan, David W. C. published 《Direct arylation of strong aliphatic C-H bonds》.Nature (London, United Kingdom) published the findings.Related Products of 25637-16-5 The information in the text is summarized as follows:

In the presence of tetrabutylammonium decatungstate (TBADT) as a photocatalyst for hydrogen atom transfer and (4,4′-di-tert-butyl-2,2′-bipyridine)NiBr2 as a coupling catalyst, unfunctionalized hydrocarbons, carbocycles, and heterocycles were arylated with aryl bromides; in most cases, the method was selective for a single product or a mixture of two products. A variety of aryl bromides were effective arylating agents under the reaction conditions; cycloalkanes, cycloalkanones, heterocycles, methylarenes, and alkanes reacted under the conditions. Terpene natural products such as eucalyptol, fenchone, and sclareolide were arylated selectively, and the method was used to prepare racemic N-Boc epibatidine and two analogs in two steps from com. available materials. The experimental part of the paper was very detailed, including the reaction process of 4-Bromotetrahydropyran(cas: 25637-16-5Related Products of 25637-16-5)

4-Bromotetrahydropyran(cas: 25637-16-5) is often used as reactant for: nickel-catalyzed alkyl-alkyl Suzuki coupling reactions with boron reagents, preparation of a selective small-molecule melanocortin-4 receptor agonist with efficacy in a pilot study of sexual dysfunction in humans; preparation of aliphatic hydrocarbons via nickel-catalyzed Suzuki cross-coupling with alkylboranes.Related Products of 25637-16-5

Referemce:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

Formula: C5H9BrOIn 2017 ,《Synthesis of NH-sulfoximines from sulfides by chemoselective one-pot N- and O-transfers》 was published in Chemical Communications (Cambridge, United Kingdom). The article was written by Tota, Arianna; Zenzola, Marina; Chawner, Stephen J.; John-Campbell, Sahra St; Carlucci, Claudia; Romanazzi, Giuseppe; Degennaro, Leonardo; Bull, James A.; Luisi, Renzo. The article contains the following contents:

Direct synthesis of NH-sulfoximines from sulfides were achieved through O and NH transfer in the same reaction, occurring with complete selectivity. The reaction was mediated by bisacetoxyiodobenzene under simple conditions and employs inexpensive N-sources. Preliminary studies indicated that NH-transfer was likely to be first, followed by oxidation, but the reaction proceedes successfully in either order. A wide range of functional groups and biol. relevant compounds were tolerated. The use of AcO15NH4 affords 15N-labeled compounds The experimental process involved the reaction of 4-Bromotetrahydropyran(cas: 25637-16-5Formula: C5H9BrO)

4-Bromotetrahydropyran(cas: 25637-16-5) is often used as reactant for: preparation of anthranilic acids as antibacterial agents with human serum albumin binding affinity; preparation of antiatherogenic antioxidant di-tert-butyldihydrobenzofuranols via Grignard reactions with di-tert-butyl(hydroxy)benzaldehyde derivatives; synthesis of gephyrotoxin via the Schmidt reaction.Formula: C5H9BrO

Referemce:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

《Terminal-oxidant-free photocatalytic C-H alkylations of heteroarenes with alkylsilicates as alkyl radical precursors》 was written by Ikarashi, Gun; Morofuji, Tatsuya; Kano, Naokazu. SDS of cas: 25637-16-5 And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2020. The article conveys some information:

The authors report the photocatalytic C-H alkylations of heteroarenes with alkylsilicates bearing C,O-bidentate ligands under acidic conditions. Irradiation of heteroaromatics in the presence of the silicates and HO2CCF3 produced the corresponding alkylated compounds The present reaction system does not require any terminal oxidant although the reaction seems to be a formal oxidation reaction. Alkylsilicates can be used in photocatalytic radical chem. under acidic conditions. In addition to this study using 4-Bromotetrahydropyran, there are many other studies that have used 4-Bromotetrahydropyran(cas: 25637-16-5SDS of cas: 25637-16-5) was used in this study.

4-Bromotetrahydropyran(cas: 25637-16-5) is often used as reactant for: preparation of anthranilic acids as antibacterial agents with human serum albumin binding affinity; preparation of antiatherogenic antioxidant di-tert-butyldihydrobenzofuranols via Grignard reactions with di-tert-butyl(hydroxy)benzaldehyde derivatives; synthesis of gephyrotoxin via the Schmidt reaction.SDS of cas: 25637-16-5

Referemce:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

In 2019,Journal of the American Chemical Society included an article by Kornfilt, David J. P.; MacMillan, David W. C.. SDS of cas: 25637-16-5. The article was titled 《Copper-Catalyzed Trifluoromethylation of Alkyl Bromides》. The information in the text is summarized as follows:

Copper oxidative addition into organohalides is a challenging two-electron process. In contrast, formal oxidative addition of copper to Csp2 carbon-bromine bonds can be accomplished by employing latent silyl radicals under photoredox conditions. This novel paradigm for copper oxidative addition has now been applied to a Cu-catalyzed cross-coupling of Csp3-bromides. Specifically, a copper/photoredox dual catalytic system for the coupling of alkyl bromides with trifluoromethyl groups is presented. This operationally simple and robust protocol successfully converts a variety of alkyl, allyl, benzyl, and heterobenzyl bromides into the corresponding alkyl trifluoromethanes. In the experiment, the researchers used many compounds, for example, 4-Bromotetrahydropyran(cas: 25637-16-5SDS of cas: 25637-16-5)

4-Bromotetrahydropyran(cas: 25637-16-5) is often used as reactant for: nickel-catalyzed alkyl-alkyl Suzuki coupling reactions with boron reagents, preparation of a selective small-molecule melanocortin-4 receptor agonist with efficacy in a pilot study of sexual dysfunction in humans; preparation of aliphatic hydrocarbons via nickel-catalyzed Suzuki cross-coupling with alkylboranes.SDS of cas: 25637-16-5

Referemce:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

In 2019,Journal of the American Chemical Society included an article by Lovett, Gabrielle H.; Chen, Shuming; Xue, Xiao-Song; Houk, K. N.; MacMillan, David W. C.. Synthetic Route of C5H9BrO. The article was titled 《Open-Shell Fluorination of Alkyl Bromides: Unexpected Selectivity in a Silyl Radical-Mediated Chain Process》. The information in the text is summarized as follows:

Herein, author disclose a novel radical strategy for the fluorination of alkyl bromides via the merger of silyl radical-mediated halogen-atom abstraction and benzophenone photosensitization. Selectivity for halogen atom abstraction from alkyl bromides is observed in the presence of an electrophilic fluorinating reagent containing a weak N-F bond despite the predicted favorability for Si-F bond formation. To account for this surprising selectivity, preliminary mechanistic and computational studies were conducted, revealing that a radical chain mechanism is operative in which kinetic selectivity for Si-Br abstraction dominates due to a combination of polar effects and halogen atom polarizability in the transition state. This transition metal-free fluorination protocol tolerates a broad range of functional groups, including alcs., ketones, and aldehydes, which demonstrates the complementary nature of this strategy to existing fluorination technologies. This system has been extended to the generation of gem-difluorinated motifs, which are commonly found in medicinal agents and agrochems. The results came from multiple reactions, including the reaction of 4-Bromotetrahydropyran(cas: 25637-16-5Synthetic Route of C5H9BrO)

4-Bromotetrahydropyran(cas: 25637-16-5) is often used as reactant for: preparation of anthranilic acids as antibacterial agents with human serum albumin binding affinity; preparation of antiatherogenic antioxidant di-tert-butyldihydrobenzofuranols via Grignard reactions with di-tert-butyl(hydroxy)benzaldehyde derivatives; synthesis of gephyrotoxin via the Schmidt reaction.Synthetic Route of C5H9BrO

Referemce:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics