Category: 60656-87-3

Lipp, Alexander; Badir, Shorouk O.; Dykstra, Ryan; Gutierrez, Osvaldo; Molander, Gary A. published their research in Advanced Synthesis & Catalysis in 2021. The article was titled 《Catalyst-Free Decarbonylative Trifluoromethylthiolation Enabled by Electron Donor-Acceptor Complex Photoactivation》.Related Products of 60656-87-3 The article contains the following contents:

A catalyst- and additive-free decarbonylative trifluoromethylthiolation of aldehyde feedstocks has been developed. This operationally simple, scalable, and open-to-air transformation is driven by the selective photoexcitation of electron donor-acceptor (EDA) complexes, stemming from the association of 1,4-dihydropyridines (donor) with N-(trifluoromethylthio)phthalimide (acceptor), to trigger intermol. single-electron transfer events under ambient- and visible light-promoted conditions. Extension to other electron acceptors enables the synthesis of thiocyanates and thioesters, as well as the difunctionalization of [1.1.1]propellane. The mechanistic intricacies of this photochem. paradigm are elucidated through a combination of exptl. efforts and high-level quantum mech. calculations [dispersion-corrected (U)DFT, DLPNO-CCSD(T), and TD-DFT]. This comprehensive study highlights the necessity for EDA complexation for efficient alkyl radical generation. Computation of subsequent ground state pathways reveals that SH2 addition of the alkyl radical to the intermediate radical EDA complex is extremely exergonic and results in a charge transfer event from the dihydropyridine donor to the N-(trifluoromethylthio)phthalimide acceptor of the EDA complex. Exptl. and computational results further suggest that product formation also occurs via SH2 reaction of alkyl radicals with 1,2-bis(trifluoromethyl)disulfane, generated in-situ through combination of thiyl radicals. In the part of experimental materials, we found many familiar compounds, such as 2-(Benzyloxy)acetaldehyde(cas: 60656-87-3Related Products of 60656-87-3)

2-(Benzyloxy)acetaldehyde(cas: 60656-87-3) may be used in the following syntheses: (3S,5S)-methyl 6-benzyloxy-3,5-dihydroxyhexanoate ,(S)-5-benzyloxy-4-hydroxypentan-2-one, myxothiazols.Related Products of 60656-87-3

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Brebion, Franck; Gosmini, Romain; Deprez, Pierre; Varin, Marie; Peixoto, Christophe; Alvey, Luke; Jary, Helene; Bienvenu, Natacha; Triballeau, Nicolas; Blanque, Roland; Cottereaux, Celine; Christophe, Thierry; Vandervoort, Nele; Mollat, Patrick; Touitou, Robert; Leonard, Philip; Ceuninck, Frederic De; Botez, Iuliana; Monjardet, Alain; van der Aar, Ellen; Amantini, David published an article in 2021. The article was titled 《Discovery of GLPG1972/S201086, a Potent, Selective, and Orally Bioavailable ADAMTS-5 Inhibitor for the Treatment of Osteoarthritis》, and you may find the article in Journal of Medicinal Chemistry.Electric Literature of C9H10O2 The information in the text is summarized as follows:

There are currently no approved disease-modifying osteoarthritis (OA) drugs (DMOADs). The aggrecanase ADAMTS-5 is key in the degradation of human aggrecan (AGC), a component of cartilage. Therefore, ADAMTS-5 is a promising target for the identification of DMOADs. We describe the discovery of GLPG1972/S201086, a potent and selective ADAMTS-5 inhibitor obtained by optimization of a promising hydantoin series following an HTS. Biochem. activity against rat and human ADAMTS-5 was assessed via a fluorescence-based assay. ADAMTS-5 inhibitory activity was confirmed with human aggrecan using an AGC ELISA. The most promising compounds were selected based on reduction of glycosaminoglycan release after interleukin-1 stimulation in mouse cartilage explants and led to the discovery of GLPG1972/S201086. The anticatabolic activity was confirmed in mouse cartilage explants (IC50 < 1.5μM). The cocrystal structure of GLPG1972/S201086 with human recombinant ADAMTS-5 is discussed. GLPG1972/S201086 has been investigated in a phase 2 clin. study in patients with knee OA (NCT03595618). The results came from multiple reactions, including the reaction of 2-(Benzyloxy)acetaldehyde(cas: 60656-87-3Electric Literature of C9H10O2)

2-(Benzyloxy)acetaldehyde(cas: 60656-87-3) is a non-natural aldehyde. It undergoes enantioselective Mukaiyama aldol reaction with silylketene acetal nucleophiles in the presence of C2-symmetric bis(oxazolinyl)pyridine Cu(II) complex (catalyst).Electric Literature of C9H10O2

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Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

The author of 《A Bronsted Acid Catalyzed Cascade Reaction for the Conversion of Indoles to α-(3-Indolyl) Ketones by Using 2-Benzyloxy Aldehydes》 were Banerjee, Ankush; Maji, Modhu Sudan. And the article was published in Chemistry – A European Journal in 2019. HPLC of Formula: 60656-87-3 The author mentioned the following in the article:

A Bronsted acid catalyzed, operationally simple, scalable route to several functionalized α-(3-indolyl) ketones were developed and the long-standing regioisomeric issue was eliminated by choosing appropriate carbonyls. A readily available and cheap bottle reagent was used as the catalyst. This protocol was also applicable to the synthesis of densely functionalized α-(3-pyrrolyl) ketones. A detailed mechanistic study confirmed the involvement of enolether as a reaction intermediate. Several postsynthetic modifications along with easy access to β-carboline, tryptamines, tryptophols, and spiro-indolenine proclaim the synthetic utility of this powerful building block. On the basis of this concept, functionalized carbazoles were constructed by a cascade annulation strategy. In addition to this study using 2-(Benzyloxy)acetaldehyde, there are many other studies that have used 2-(Benzyloxy)acetaldehyde(cas: 60656-87-3HPLC of Formula: 60656-87-3) was used in this study.

2-(Benzyloxy)acetaldehyde(cas: 60656-87-3) is a non-natural aldehyde. It undergoes enantioselective Mukaiyama aldol reaction with silylketene acetal nucleophiles in the presence of C2-symmetric bis(oxazolinyl)pyridine Cu(II) complex (catalyst).HPLC of Formula: 60656-87-3

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

The author of 《Nucleophilic Halogenation of Cyclic Nitronates: A General Access to 3-Halo-1,2-Oxazines》 were Malykhin, Roman S.; Kokuev, Aleksandr O.; Dorokhov, Valentin S.; Nelyubina, Yulia V.; Tartakovsky, Vladimir A.; Tabolin, Andrey A.; Ioffe, Sema L.; Sukhorukov, Alexey Yu.. And the article was published in Journal of Organic Chemistry in 2019. COA of Formula: C9H10O2 The author mentioned the following in the article:

In the article, comprehensive studies on the nucleophilic chlorination and bromination of readily available six-membered cyclic nitronates (1,2-oxazine-N-oxides) are reported. Under optimized conditions (POCl3 or (COBr)2 with Hunig’s base), 3-halo-substituted 1,2-oxazines, which are difficult to access by other routes, were obtained in good to high yields. The latter were shown to be convenient precursors to other 3-substituted 1,2-oxazine derivatives using Lewis/Bronsted acid-assisted substitution of the halide atom for C-, S- and N-nucleophiles. The results came from multiple reactions, including the reaction of 2-(Benzyloxy)acetaldehyde(cas: 60656-87-3COA of Formula: C9H10O2)

2-(Benzyloxy)acetaldehyde(cas: 60656-87-3) is a non-natural aldehyde. It undergoes enantioselective Mukaiyama aldol reaction with silylketene acetal nucleophiles in the presence of C2-symmetric bis(oxazolinyl)pyridine Cu(II) complex (catalyst).COA of Formula: C9H10O2

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

The author of 《Enantioselective resolution of side-chain modified gem-difluorinated alcohols catalysed by Candida antarctica lipase B and monitored by capillary electrophoresis》 were Pomeisl, Karel; Lamatova, Nikola; Solinova, Veronika; Pohl, Radek; Brabcova, Jana; Kasicka, Vaclav; Krecmerova, Marcela. And the article was published in Bioorganic & Medicinal Chemistry in 2019. Electric Literature of C9H10O2 The author mentioned the following in the article:

An enzymic alternative to the chem. synthesis of chiral gem-difluorinated alcs. has been developed. The method is highly effective and stereoselective, feasible at laboratory temperature, avoiding the use of toxic heavy metal catalysts which is an important benefit in medicinal chem. including the synthesis of drugs and drug precursors. Candida antarctica lipases A and B were applied for the enantioselective resolution of side-chain modified gem-difluorinated alcs., (R)- and (S)-3-benzyloxy-1,1-difluoropropan-2-ols (1a and 1b), compounds serving as chiral building blocks in the synthesis of various bioactive mols. bearing a gem-difluorinated grouping. The catalytic activity of these lipases was investigated for the chiral acetylation of 1a and 1b in non-polar solvents using vinyl acetate as an acetyl donor. The dependence of the reaction course on various substrate and enzyme concentrations, reaction time, and temperature was monitored by chiral capillary electrophoresis (CE) using sulfobutyl ether β-cyclodextrin as a stereoselective additive of the aqueous background electrolyte. The application of CE, NMR, and MS methods has proved that the complex enzyme effect of Candida antarctica lipase B leads to the thermodynamically stable (S)-enantiomer 1b instead of the expected acetylated derivatives In contrast, the enantioselective acetylation of racemic alc. 1 was observed as a kinetically controlled process, where (R)-enantiomer 1a was formed as the main product. This process was followed by enzymic hydrolysis and chiral isomerization. Finally, single pure enantiomers 1a and 1b were isolated and their absolute configurations were assigned from NMR anal. after esterification with Mosher’s acids. In the experiment, the researchers used many compounds, for example, 2-(Benzyloxy)acetaldehyde(cas: 60656-87-3Electric Literature of C9H10O2)

2-(Benzyloxy)acetaldehyde(cas: 60656-87-3) is a non-natural aldehyde. It undergoes enantioselective Mukaiyama aldol reaction with silylketene acetal nucleophiles in the presence of C2-symmetric bis(oxazolinyl)pyridine Cu(II) complex (catalyst).Electric Literature of C9H10O2

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Electric Literature of C9H10O2In 2021 ,《Metallaphotoredox aryl and alkyl radiomethylation for PET ligand discovery》 appeared in Nature (London, United Kingdom). The author of the article were Pipal, Robert W.; Stout, Kenneth T.; Musacchio, Patricia Z.; Ren, Sumei; Graham, Thomas J. A.; Verhoog, Stefan; Gantert, Liza; Lohith, Talakad G.; Schmitz, Alexander; Lee, Hsiaoju S.; Hesk, David; Hostetler, Eric D.; Davies, Ian W.; MacMillan, David W. C.. The article conveys some information:

Positron emission tomog. (PET) radioligands (radioactively labeled tracer compounds) are extremely useful for in vivo characterization of central nervous system drug candidates, neurodegenerative diseases and numerous oncol. targets1. Both tritium and carbon-11 radioisotopologues are generally necessary for in vitro and in vivo characterization of radioligands2, yet there exist few radiolabelling protocols for the synthesis of either, inhibiting the development of PET radioligands. The synthesis of such radioligands also needs to be very rapid owing to the short half-life of carbon-11. Here we report a versatile and rapid metallaphotoredox-catalyzed method for late-stage installation of both tritium and carbon-11 into the desired compounds via methylation of pharmaceutical precursors bearing aryl and alkyl bromides. Me groups are among the most prevalent structural elements found in bioactive mols., and so this synthetic approach simplifies the discovery of radioligands. To demonstrate the breadth of applicability of this technique, we perform rapid synthesis of 20 tritiated and 10 carbon-11-labeled complex pharmaceuticals and PET radioligands, including a one-step radiosynthesis of the clin. used compounds [11C]UCB-J and [11C]PHNO. We further outline the direct utility of this protocol for preclin. PET imaging and its translation to automated radiosynthesis for routine radiotracer production in human clin. imaging. We also demonstrate this protocol for the installation of other diverse and pharmaceutically useful isotopes, including carbon-14, carbon-13 and deuterium. In the experimental materials used by the author, we found 2-(Benzyloxy)acetaldehyde(cas: 60656-87-3Electric Literature of C9H10O2)

2-(Benzyloxy)acetaldehyde(cas: 60656-87-3) is a non-natural aldehyde. It undergoes enantioselective Mukaiyama aldol reaction with silylketene acetal nucleophiles in the presence of C2-symmetric bis(oxazolinyl)pyridine Cu(II) complex (catalyst).Electric Literature of C9H10O2

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

COA of Formula: C9H10O2In 2021 ,《Bio-derived nanosilica-anchored Cu(II)-organoselenium complex as an efficient retrievable catalyst for alcohol oxidation》 was published in Applied Organometallic Chemistry. The article was written by Gogoi, Rajjyoti; Borah, Geetika. The article contains the following contents:

A new copper(II) complex supported onto rice-husk-derived nanosilica was prepared from 2,6-bis((phenylselanyl)methyl)pyridine, salicylaldehyde and copper acetate monohydrate, Cu(OAc)2·H2O. The as-synthesized complex Cu(II)SeNSe@imine-nanoSiO2 (Complex I) was extensively characterized with FT-IR, powder XRD, SEM-EDX, solid-state UV-Vis, ESR, XPS, TGA and BET surface area anal. The catalytic activity of the complex was explored for alc. oxidation reactions using H2O2 as oxidant and acetonitrile as solvent. For comparison, we have also prepared an analogous homogeneous catalyst (Complex II) and characterized it with FT-IR, UV-Vis, LC-MS and ESR analyses. Its catalytic activity was also screened to the same reaction. The immobilized catalyst showed better efficiency with 75%-95% isolated yield compared with the homogeneous one for alc. oxidation with at least five times recyclability without profound loss in activity. In addition to this study using 2-(Benzyloxy)acetaldehyde, there are many other studies that have used 2-(Benzyloxy)acetaldehyde(cas: 60656-87-3COA of Formula: C9H10O2) was used in this study.

2-(Benzyloxy)acetaldehyde(cas: 60656-87-3) is a non-natural aldehyde. It undergoes enantioselective Mukaiyama aldol reaction with silylketene acetal nucleophiles in the presence of C2-symmetric bis(oxazolinyl)pyridine Cu(II) complex (catalyst).COA of Formula: C9H10O2

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

In 2022,Larnaud, Florent; Calata, Charlene; Prunier, Anais; Le Guen, Clothilde; Legay, Remi; Pfund, Emmanuel; Lequeux, Thierry published an article in Organic & Biomolecular Chemistry. The title of the article was 《Convergent access to mono-fluoroalkene-based peptidomimetics》.SDS of cas: 60656-87-3 The author mentioned the following in the article:

The convergent and selective preparation of (Z)-monofluoroalkene-based dipeptide isosteres from functionalized fluorosulfones as a cornerstone is described. In this approach, the N-terminal amino group is introduced by a conjugate addition reaction of phthalimide onto fluorinated vinylsulfones containing α-amino-acid side chains while the C-terminal motif is linked to the fluorovinylic peptide bond mimic via the Julia-Kocienski reaction between fluorosulfones and substituted aldehydes bearing α-amino-acid side chains. In the experimental materials used by the author, we found 2-(Benzyloxy)acetaldehyde(cas: 60656-87-3SDS of cas: 60656-87-3)

2-(Benzyloxy)acetaldehyde(cas: 60656-87-3) is a non-natural aldehyde. It undergoes enantioselective Mukaiyama aldol reaction with silylketene acetal nucleophiles in the presence of C2-symmetric bis(oxazolinyl)pyridine Cu(II) complex (catalyst).SDS of cas: 60656-87-3

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Gu, Weijie; Martinez, Sergio; Singh, Abhimanyu K.; Nguyen, Hoai; Rozenski, Jef; Schols, Dominique; Herdewijn, Piet; Das, Kalyan; De Jonghe, Steven published an article in 2021. The article was titled 《Exploring the dNTP -binding site of HIV-1 reverse transcriptase for inhibitor design》, and you may find the article in European Journal of Medicinal Chemistry.Recommanded Product: 60656-87-3 The information in the text is summarized as follows:

HIV-1 reverse transcriptase (RT) plays a central role in the viral life cycle, and roughly half of the FDA-approved anti-HIV drugs are targeting RT. Nucleoside analogs (NRTIs) require cellular phosphorylation for binding to RT, and to bypass this rate-limiting path, we designed a new series of acyclic nucleoside phosphonate analogs as nucleoside triphosphate mimics, aiming at the chelation of the catalytic Mg2+ ions via a phosphonate and/or a carboxylic acid group. Novel synthetic procedures were developed to access these nucleoside phosphonate analogs. X-ray structures in complex with HIV-1 RT/dsDNA demonstrated that their binding modes are distinct from that of our previously reported compound series. The impact of chain length, chirality and linker atom have been discussed. The detailed structural understanding of these new compounds provides opportunities for designing new class of HIV-1 RT inhibitors. After reading the article, we found that the author used 2-(Benzyloxy)acetaldehyde(cas: 60656-87-3Recommanded Product: 60656-87-3)

2-(Benzyloxy)acetaldehyde(cas: 60656-87-3) is a non-natural aldehyde. It undergoes enantioselective Mukaiyama aldol reaction with silylketene acetal nucleophiles in the presence of C2-symmetric bis(oxazolinyl)pyridine Cu(II) complex (catalyst).Recommanded Product: 60656-87-3

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

In 2022,Afari, Mark N. K.; Virta, Pasi; Lonnberg, Tuomas published an article in Organic & Biomolecular Chemistry. The title of the article was 《N-Methoxy-1,3-oxazinane nucleic acids (MOANAs) – a configurationally flexible backbone modification allows post-synthetic incorporation of base moieties》.Electric Literature of C9H10O2 The author mentioned the following in the article:

(2R,3S)-4-(Methoxyamino)butane-1,2,3-triol was converted into a protected phosphoramidite building block and incorporated into the middle of a short DNA oligonucleotide. O1 and O3 of the (2R,3S)-4-(methoxyamino)butane-1,2,3-triol were engaged in phosphodiester linkages, leaving O2 and the methoxyamino function available to form an N-methoxy-1,3-oxazinane ring through reaction with an aldehyde. In modified oligonucleotides thus obtained, the oxazinane ring formally replaces the furanose ring and the aldehyde, the base moiety of natural nucleosides. The feasibility of synthesizing base-modified oligonucleotides by this approach was demonstrated with several aromatic and aliphatic aldehydes featuring various functional groups. The experimental part of the paper was very detailed, including the reaction process of 2-(Benzyloxy)acetaldehyde(cas: 60656-87-3Electric Literature of C9H10O2)

2-(Benzyloxy)acetaldehyde(cas: 60656-87-3) is a non-natural aldehyde. It undergoes enantioselective Mukaiyama aldol reaction with silylketene acetal nucleophiles in the presence of C2-symmetric bis(oxazolinyl)pyridine Cu(II) complex (catalyst).Electric Literature of C9H10O2

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem