Category: 596819-12-4

Schwertz, Geoffrey published the artcileAntimalarial Inhibitors Targeting Serine Hydroxymethyltransferase (SHMT) with in Vivo Efficacy and Analysis of their Binding Mode Based on X-ray Cocrystal Structures, Quality Control of 596819-12-4, the publication is Journal of Medicinal Chemistry (2017), 60(12), 4840-4860, database is CAplus and MEDLINE.

Target-based approaches towards new antimalarial treatments are highly valuable to prevent resistance development. The authors report several series of pyrazolopyran-based inhibitors targeting the enzyme serine hydroxymethyltransferase (SHMT), designed to improve microsomal metabolic stability and to identify suitable candidates for in vivo efficacy evaluation. The best ligands inhibited Plasmodium falciparum (Pf) and Arabidopsis thaliana (At) SHMT in target assays and PfNF54 strains in cell-based assays with values in the low nanomolar range (3.2-55 nM). A set of carboxylate derivatives demonstrated markedly improved in vitro metabolic stability (t_1/2 > 2 h). A selected ligand showed significant in vivo efficacy with 73% of parasitemia reduction in a mouse model. Five new cocrystal structures with PvSHMT were solved at 2.3-2.6 Å resolution, revealing a unique water-mediated interaction with Tyr63 at the end of the para-aminobenzoate channel. They also displayed the high degree of conformational flexibility of the Cys364-loop lining this channel.

Journal of Medicinal Chemistry published new progress about 596819-12-4. 596819-12-4 belongs to ethers-buliding-blocks, auxiliary class Thiophene,Boronic acid and ester,Ether,Boronate Esters,Boronic acid and ester, name is 2-(5-Methoxythiophen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, and the molecular formula is C12H10F2Si, Quality Control of 596819-12-4.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Furukawa, Takayuki published the artcileC-H Functionalization at Sterically Congested Positions by the Platinum-Catalyzed Borylation of Arenes, Synthetic Route of 596819-12-4, the publication is Journal of the American Chemical Society (2015), 137(38), 12211-12214, database is CAplus and MEDLINE.

Despite significant progress in the area of C-H bond functionalization of arenes, no general method is reported for the functionalization of C-H bonds at the sterically encumbered positions of simple arenes, such as mesitylene. Herein, the authors report the development of the 1st Pt-based catalyst for C-H borylation of arenes and heteroarenes. Notably, this method exhibited high tolerance toward steric hindrance and provided rapid access to 2,6-disubstituted phenylboronic esters, valuable building blocks for further elaborations.

Journal of the American Chemical Society published new progress about 596819-12-4. 596819-12-4 belongs to ethers-buliding-blocks, auxiliary class Thiophene,Boronic acid and ester,Ether,Boronate Esters,Boronic acid and ester, name is 2-(5-Methoxythiophen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, and the molecular formula is C11H17BO3S, Synthetic Route of 596819-12-4.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Furukawa, Takayuki published the artcileC-H borylation by platinum catalysis, Synthetic Route of 596819-12-4, the publication is Bulletin of the Chemical Society of Japan (2017), 90(3), 332-342, database is CAplus.

Herein, authors describe the platinum-catalyzed borylation of aromatic C-H bonds. N-Heterocyclic carbene-ligated platinum catalysts are efficient catalysts for the borylation of aromatic C(sp²)-H bonds when bis(pinacolato)diboron is used as the boron source. The most remarkable feature of these Pt catalysts is their lack of sensitivity towards the degree of steric hindrance around the C-H bonds undergoing the borylation reaction. These Pt catalysts allow for the synthesis of sterically congested 2,6-disubstituted phenylboronic esters, which are otherwise difficult to synthesize using existing C-H borylation methods. Furthermore, platinum catalysis allows for the site-selective borylation of the C-H bonds ortho to fluorine substituents in fluoroarene systems. Preliminary mechanistic studies and work towards the synthetic application of this platinum catalyzed C-H borylation process are described.

Bulletin of the Chemical Society of Japan published new progress about 596819-12-4. 596819-12-4 belongs to ethers-buliding-blocks, auxiliary class Thiophene,Boronic acid and ester,Ether,Boronate Esters,Boronic acid and ester, name is 2-(5-Methoxythiophen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, and the molecular formula is C11H17BO3S, Synthetic Route of 596819-12-4.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Cao, Kangning published the artcileCatalytic Enantioselective Addition of Prochiral Radicals to Vinylpyridines, Category: ethers-buliding-blocks, the publication is Journal of the American Chemical Society (2019), 141(13), 5437-5443, database is CAplus and MEDLINE.

Pyridine, one of the most important azaarenes, is ubiquitous in functional mols. The electronic properties of pyridine were exploited to trigger asym. transformations of prochiral species as a direct approach for accessing chiral pyridine derivatives However, the full potential of this synthetic strategy for the construction of enantioenriched γ-functionalized pyridines remains untapped. Here, the authors describe the first enantioselective addition of prochiral radicals to vinylpyridines under cooperative photoredox and asym. catalysis mediated by visible light. The enantioselective reductive couplings of vinylpyridines with aldehydes, ketones, and imines were achieved by employing a chiral Bronsted acid to activate the reaction partners and provide stereocontrol via H-bonding interactions. Valuable chiral γ-secondary/tertiary hydroxyl- and amino-substituted pyridines were obtained in high yields with good to excellent enantioselectivities.

Journal of the American Chemical Society published new progress about 596819-12-4. 596819-12-4 belongs to ethers-buliding-blocks, auxiliary class Thiophene,Boronic acid and ester,Ether,Boronate Esters,Boronic acid and ester, name is 2-(5-Methoxythiophen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, and the molecular formula is C11H17BO3S, Category: ethers-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Kitani, Fumiya published the artcileCatalytic aromatic borylation via in situ-generated borenium species, Application In Synthesis of 596819-12-4, the publication is Heterocycles (2017), 95(1), 158-166, database is CAplus.

Authors have developed a catalytic direct borylation of arenes via in situ-generated borenium species. The choice of appropriate Lewis base was crucial to achieve the catalytic system. Electron-rich arenes were borylated in a regioselective manner.

Heterocycles published new progress about 596819-12-4. 596819-12-4 belongs to ethers-buliding-blocks, auxiliary class Thiophene,Boronic acid and ester,Ether,Boronate Esters,Boronic acid and ester, name is 2-(5-Methoxythiophen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, and the molecular formula is C11H17BO3S, Application In Synthesis of 596819-12-4.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Jayaraman, Arumugam published the artcilePractical and scalable synthesis of borylated heterocycles using bench-stable precursors of metal-free lewis pair catalysts, Formula: C11H17BO3S, the publication is Organic Process Research & Development (2018), 22(11), 1489-1499, database is CAplus.

Five-membered heterocycles undergo borylation and hydroboration with HBpin boronate in a green scalable process under catalysis with o-phenylene borate-amine frustrated Lewis pairs, yielding substituted boronic esters. A practical and scalable metal-free catalytic method for the borylation and borylative dearomatization (hydroboration) of pyrroles and indoles has been developed. This synthetic method uses inexpensive and conveniently synthesizable bench-stable precatalysts of the form 1-NHR₂-2-BF₃-C₆H₄, com. and synthetically accessible heteroarenes as substrates, and pinacolborane as the borylation reagent. The preparation of several borylated heterocycles on 2 and 50 g scales was achieved under solvent-free conditions without the use of Schlenk techniques or a glovebox. A kilogram-scale borylation of one of the heteroarene substrates was also achieved using this cost-effective green methodol. to exemplify the fact that our methodol. can be conveniently implemented in fine chem. industries.

Organic Process Research & Development published new progress about 596819-12-4. 596819-12-4 belongs to ethers-buliding-blocks, auxiliary class Thiophene,Boronic acid and ester,Ether,Boronate Esters,Boronic acid and ester, name is 2-(5-Methoxythiophen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, and the molecular formula is C11H17BO3S, Formula: C11H17BO3S.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Alonso Doval, David published the artcileIncreasingly twisted push-pull oligothiophenes and their planarization in confined space, Application In Synthesis of 596819-12-4, the publication is Organic & Biomolecular Chemistry (2013), 11(43), 7467-7471, database is CAplus and MEDLINE.

A series of systematically deplanarized push-pull oligothiophenes is designed and synthesized to determine the perfect twist for maximal spectroscopic response to their planarization within lipid bilayer membranes. Weak deplanarization naturally gives weak shifts, but strong deplanarization also gives weak shifts because planarization becomes impossible. Intermediate deplanarization turns out to be ideal. The shifts found in response to chromophore planarization are not as dramatic as with lobsters during cooking but sufficient to discriminate solid-ordered and liquid-disordered membranes with the naked eye.

Organic & Biomolecular Chemistry published new progress about 596819-12-4. 596819-12-4 belongs to ethers-buliding-blocks, auxiliary class Thiophene,Boronic acid and ester,Ether,Boronate Esters,Boronic acid and ester, name is 2-(5-Methoxythiophen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, and the molecular formula is C11H17BO3S, Application In Synthesis of 596819-12-4.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Kulhanek, Jiri published the artcile3,4-Dinitrothiophene as a central unit of quadrupolar push-pull-push systems, Recommanded Product: 2-(5-Methoxythiophen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, the publication is Chemistry of Heterocyclic Compounds (New York, NY, United States) (2017), 53(1), 46-53, database is CAplus.

A series of quadrupolar D-π-A-π-D mols. bearing methoxythiophene terminal donor and systematically enlarged/varied π-linkers, e.g., I was synthesized by employing cross-coupling and Knoevenagel reactions. 3,4-Dinitrothiophene was utilized as a central acceptor unit in quadrupolar D-π-A-π-D push-pull-push chromophores. Optical properties were studied by electronic absorption spectra. Fundamental optoelectronic properties were investigated by semiempirical PM7 calculations It was shown that by varying the p-conjugated system the longest wavelength absorption maxima could be shifted from 341 to 489 nm. The calculated HOMO-LUMO gaps were found within the range of 6.69-7.29 eV, while the second-order mol. polarizabilities could be tuned from 0.038 to 1.578 × 10-27 esu.

Chemistry of Heterocyclic Compounds (New York, NY, United States) published new progress about 596819-12-4. 596819-12-4 belongs to ethers-buliding-blocks, auxiliary class Thiophene,Boronic acid and ester,Ether,Boronate Esters,Boronic acid and ester, name is 2-(5-Methoxythiophen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, and the molecular formula is C11H17BO3S, Recommanded Product: 2-(5-Methoxythiophen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

McBride, Christopher M. published the artcileDesign, Structure-Activity Relationship, and in Vivo Characterization of the Development Candidate NVP-HSP990, Application In Synthesis of 596819-12-4, the publication is Journal of Medicinal Chemistry (2014), 57(21), 9124-9129, database is CAplus and MEDLINE.

Utilizing structure-based drug design, a novel dihydropyridopyrimidinone series which exhibited potent Hsp90 inhibition, good pharmacokinetics upon oral administration, and an excellent pharmacokinetic/pharmacodynamic relation in vivo was developed from a com. hit. The exploration of this series led to the selection of NVP-HSP990 as a development candidate.

Journal of Medicinal Chemistry published new progress about 596819-12-4. 596819-12-4 belongs to ethers-buliding-blocks, auxiliary class Thiophene,Boronic acid and ester,Ether,Boronate Esters,Boronic acid and ester, name is 2-(5-Methoxythiophen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, and the molecular formula is C11H17BO3S, Application In Synthesis of 596819-12-4.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Kulhanek, Jiri published the artcileQuadrupolar fluorophores with tetrafluorobenzene central electron acceptor, COA of Formula: C11H17BO3S, the publication is Journal of Fluorine Chemistry (2021), 109735, database is CAplus.

Seven novel quadrupolar chromophores based on 1,2,4,5-tetrafluorobenzene (TFB) central electron acceptor unit and methoxythiophene peripheral donor were synthesized and described. Fundamental structure-property relationships were elucidated via thermal, electrochem. and optical measurements. These revealed that the properties are mostly affected by the used π-linker. Variation of the π-linker resulted in tuning of the HOMO-LUMO gap. The LUMO clearly reflects planarity, polarizability and electronic transparency of the utilized π-linker. The absorption maxima of target chromophores were found within the range of 346-412 nm and the emission maxima of emissive derivatives were found within the range of 411-499 nm. Novel TFBs were compared with TFBs previously described in the literature. The exptl. data are further corroborated by theor. calculations

Journal of Fluorine Chemistry published new progress about 596819-12-4. 596819-12-4 belongs to ethers-buliding-blocks, auxiliary class Thiophene,Boronic acid and ester,Ether,Boronate Esters,Boronic acid and ester, name is 2-(5-Methoxythiophen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, and the molecular formula is C11H17BO3S, COA of Formula: C11H17BO3S.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem