Category: 21286-54-4

Suslov, Evgenii V. published the artcileNew chemical agents based on adamantane-monoterpene conjugates against orthopoxvirus infections, Computed Properties of 21286-54-4, the publication is RSC Medicinal Chemistry (2020), 11(10), 1185-1195, database is CAplus and MEDLINE.

Currently, the spectrum of agents against orthopoxviruses, in particular smallpox, is very narrow. Despite the fact that smallpox is well controlled, there is, for many reasons, a real threat of epidemics associated with this or a similar virus. In order to search for new low mol. weight orthopoxvirus inhibitors, a series of amides combining adamantane and monoterpene moieties were synthesized using 1- and 2-adamantanecarboxylic acids as well as myrtenic, citronellic and camphorsulfonic acids as acid components. The produced compounds exhibited high activity against the vaccinia virus (an enveloped virus belonging to the poxvirus family), which was combined with low cytotoxicity. Some compounds had a selectivity index higher than that of the reference drug cidofovir; the highest SI = 1123 was exhibited by 1-adamantanecarboxylic acid amide containing the (-)-10-amino-2-pinene moiety. The produced compounds demonstrated inhibitory activity against other orthopoxviruses: cowpox virus (SI = 30-406) and ectromelia virus (mousepox virus, SI = 39-707).

RSC Medicinal Chemistry published new progress about 21286-54-4. 21286-54-4 belongs to chlorides-buliding-blocks, auxiliary class Chiral,Chloride,Sulfonyl chlorides,Aliphatic cyclic hydrocarbon,Ketone, name is ((1S,4R)-7,7-Dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl)methanesulfonyl chloride, and the molecular formula is C17H29BO2, Computed Properties of 21286-54-4.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Matsuyama, Naoki published the artcileNickel-Catalyzed Ring-Opening C-O Functionalization of peri-Xanthenoxanthenes for 8-Substituted Binaphthol Synthesis, Computed Properties of 21286-54-4, the publication is Organic Letters (2021), 23(10), 3908-3912, database is CAplus and MEDLINE.

Herein, authors disclose the Ni-catalyzed ring-opening C-O functionalization of peri-xanthenoxanthenes using Grignard reagents that forms 8-mono-functionalized binaphthols. 1,2-Bis(dicyclohexylphosphino)ethane was the best ligand for alkylations and ICy for arylation. After mechanistic investigations, authors assumed that the reaction proceeds via C-O reduction and subsequent C-O functionalization. To verify the mechanism, the intermediate after reduction was isolated. Moreover, the asym. addition, using 8-octylbinaphthol after optical resolution, was studied.

Organic Letters published new progress about 21286-54-4. 21286-54-4 belongs to chlorides-buliding-blocks, auxiliary class Chiral,Chloride,Sulfonyl chlorides,Aliphatic cyclic hydrocarbon,Ketone, name is ((1S,4R)-7,7-Dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl)methanesulfonyl chloride, and the molecular formula is C10H15ClO3S, Computed Properties of 21286-54-4.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Hell, Sandrine M. published the artcileHydrosulfonylation of Alkenes with Sulfonyl Chlorides under Visible Light Activation, Related Products of chlorides-buliding-blocks, the publication is Angewandte Chemie, International Edition (2020), 59(28), 11620-11626, database is CAplus and MEDLINE.

Sulfonyl chlorides are inexpensive reactants extensively explored for functionalization, but never considered for radical hydrosulfonylation of alkenes. Herein, the authors report that tris(trimethylsilyl)silane is an ideal hydrogen atom donor enabling highly effective photoredox-catalyzed hydrosulfonylation of electron-deficient alkenes with sulfonyl chlorides. To increase the generality of this transformation, polarity-reversal catalysis (PRC) was successfully implemented for alkenes bearing alkyl substituents. This late-stage functionalization method tolerates a remarkably wide range of functional groups, is operationally simple, scalable, and allows access to building blocks which are important for medicinal chem. and drug discovery.

Angewandte Chemie, International Edition published new progress about 21286-54-4. 21286-54-4 belongs to chlorides-buliding-blocks, auxiliary class Chiral,Chloride,Sulfonyl chlorides,Aliphatic cyclic hydrocarbon,Ketone, name is ((1S,4R)-7,7-Dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl)methanesulfonyl chloride, and the molecular formula is C10H15ClO3S, Related Products of chlorides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Bao, Zhi-Peng published the artcileA novel construction of acetamides from rhodium-catalyzed aminocarbonylation of DMC with nitro compounds, Synthetic Route of 21286-54-4, the publication is Chemical Communications (Cambridge, United Kingdom) (2021), 57(15), 1955-1958, database is CAplus and MEDLINE.

Di-Me carbonate (DMC), an environment-friendly compound prepared from CO₂, shows diverse reactivities. In this communication, construction of acetamides CH₃C(O)NHR (R = n-Pr, cyclohexyl, naphthalen-1-yl, 2H-1,3-benzodioxol-5-yl, quinolin-8-yl, etc.) by an efficient procedure using DMC as both a C1 building block and solvent in the aminocarbonylation reaction with nitro compounds RNO₂ has been developed. W(CO)₆ acts both a CO source and a reductant.

Chemical Communications (Cambridge, United Kingdom) published new progress about 21286-54-4. 21286-54-4 belongs to chlorides-buliding-blocks, auxiliary class Chiral,Chloride,Sulfonyl chlorides,Aliphatic cyclic hydrocarbon,Ketone, name is ((1S,4R)-7,7-Dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl)methanesulfonyl chloride, and the molecular formula is C10H15ClO3S, Synthetic Route of 21286-54-4.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Ostacolo, Carmine published the artcileSynthesis and Pharmacological Characterization of Conformationally Restricted Retigabine Analogues as Novel Neuronal Kv7 Channel Activators, Application of ((1S,4R)-7,7-Dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl)methanesulfonyl chloride, the publication is Journal of Medicinal Chemistry (2020), 63(1), 163-185, database is CAplus and MEDLINE.

Kv7 K⁺ channels represent attractive pharmacol. targets for the treatment of different neurol. disorders, including epilepsy. In this paper, 42 conformationally restricted analogs of the prototypical Kv7 activator retigabine have been synthesized and tested by electrophysiol. patch-clamp experiments as Kv7 agonists. When compared to retigabine (0.93 ± 0.43 μM), the EC₅₀s for Kv7.2 current enhancements by compound I (0.08 ± 0.04 μM) were lower, whereas no change in potency was observed for II (0.63 ± 0.07 μM). In addition, compared to retigabine, I and II showed also higher potency in activating heteromeric Kv7.2/Kv7.3 and homomeric Kv7.4 channels. Mol. modeling studies provided new insights into the chem. features required for optimal interaction at the binding site. Stability studies evidenced improved chem. stability of I and II in comparison with retigabine. Overall, the present results highlight that the N5-alkylamidoindole moiety provides a suitable pharmacophoric scaffold for the design of chem. stable, highly potent and selective Kv7 agonists.

Journal of Medicinal Chemistry published new progress about 21286-54-4. 21286-54-4 belongs to chlorides-buliding-blocks, auxiliary class Chiral,Chloride,Sulfonyl chlorides,Aliphatic cyclic hydrocarbon,Ketone, name is ((1S,4R)-7,7-Dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl)methanesulfonyl chloride, and the molecular formula is C10H15ClO3S, Application of ((1S,4R)-7,7-Dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl)methanesulfonyl chloride.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Miklas, R. published the artcileSynthesis and antimicrobial properties of camphorsulfonic acid derived imidazolium salts, Synthetic Route of 21286-54-4, the publication is Acta Facultatis Pharmaceuticae Universitatis Comenianae (2014), 61(2), 42-48, database is CAplus.

A group of homochiral imidazolium salts bearing hydrophobic camphorsulfonyl alkyl esters I [R = decyl, dodecyl, tetradecyl] or amides II were synthesized and characterized. The novel imidazolium bromides were tested as antimicrobial and antifungal agents and their minimal inhibitory concentration (MIC) was evaluated and compared to clin. used benzalkonium bromide (BAB) and carbethopendecinium bromide. The MIC values of amide derivatives II [R = decyl, dodecyl] were slightly smaller than those for BAB, indicating their good activity. None of the prepared salts was more effective than carbethopendecinium bromide. The biocidal efficacy of amide derivatives was much higher when compared to the ester analogs.

Acta Facultatis Pharmaceuticae Universitatis Comenianae published new progress about 21286-54-4. 21286-54-4 belongs to chlorides-buliding-blocks, auxiliary class Chiral,Chloride,Sulfonyl chlorides,Aliphatic cyclic hydrocarbon,Ketone, name is ((1S,4R)-7,7-Dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl)methanesulfonyl chloride, and the molecular formula is C10H15ClO3S, Synthetic Route of 21286-54-4.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Huynh, Uyen published the artcileFormation, Alkylation, and Hydrolysis of Chiral Nonracemic N-Amino Cyclic Carbamate Hydrazones: An Approach to the Enantioselective α-Alkylation of Ketones, Application of ((1S,4R)-7,7-Dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl)methanesulfonyl chloride, the publication is Journal of Organic Chemistry (2018), 83(21), 12951-12964, database is CAplus and MEDLINE.

The α-alkylation of ketones is a fundamental synthetic transformation. The development of asym. variants of this reaction is important given that numerous natural products, drugs, and related compounds exist as α-functionalized ketones or derivatives thereof. Authors previously reported preliminary studies on the development of a new enantioselective ketone α-alkylation procedure using N-amino cyclic carbamate (ACC) auxiliaries. In comparison to other auxiliary-based methods, ACC alkylation offers a number of advantages and is both highly enantioselective and high yielding. Herein, authors provide a full account of their studies on the enantioselective ACC ketone α-alkylation method.

Journal of Organic Chemistry published new progress about 21286-54-4. 21286-54-4 belongs to chlorides-buliding-blocks, auxiliary class Chiral,Chloride,Sulfonyl chlorides,Aliphatic cyclic hydrocarbon,Ketone, name is ((1S,4R)-7,7-Dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl)methanesulfonyl chloride, and the molecular formula is C10H15ClO3S, Application of ((1S,4R)-7,7-Dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl)methanesulfonyl chloride.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Khalili, Gholamhossein published the artcileSynthesis and density functional theory studies of azirinyl and oxiranyl functionalized isoindigo and (3Z,3’Z)-3,3′-(ethane-1,2-diylidene)bis(indolin-2-one) derivatives, HPLC of Formula: 21286-54-4, the publication is Molecules (2019), 24(20), 3649pp., database is CAplus and MEDLINE.

A series of functionalized isoindigo compounds I (X = O, MeSO₂N, PhSO₂N, etc.) were synthesized in moderate yields by reaction of isoindigo with (S)-glycidyl tosylate, epibromohydrin or 2-(bromomethyl)-1-(aryl(or alkyl)sulfonyl)aziridines in the presence of MeONa under mild conditions. (3Z,3’Z)-3,3′-(Ethane-1,2-diylidene)bis(indolin-2-one), with an extended central olefin π-conjugated moiety, was also reacted with glycidyl tosylate and epibromohydrin to give the corresponding N,N’-disubstituted derivative II. Calculations with DFT and TD-DFT of hypothetical isoindigo-thiophene DA mols. with various electron withdrawing substituents, including aziridine, oxirane, nitrile, carbonyl, and sulfonate, indicated that the proximity and strength of the functional group have a significant effect on the HOMO, LUMO, vertical excitation energy and oscillator strength of the π-π* transitions.

Molecules published new progress about 21286-54-4. 21286-54-4 belongs to chlorides-buliding-blocks, auxiliary class Chiral,Chloride,Sulfonyl chlorides,Aliphatic cyclic hydrocarbon,Ketone, name is ((1S,4R)-7,7-Dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl)methanesulfonyl chloride, and the molecular formula is C10H15ClO3S, HPLC of Formula: 21286-54-4.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Tan, Daniel A. published the artcileSynthesis of Distally-Bridged Chiral Resorcinarene Crowns, Category: chlorides-buliding-blocks, the publication is European Journal of Organic Chemistry (2020), 2020(35), 5695-5708, database is CAplus.

Our interest in the potential of chiral tetramethoxy-resorcinarene as agents for chiral recognition has led us to synthesize twelve distally-bridged chiral resorcinarene crowns. The fascinating architecture of these partially-enclosed chiral basket mols. is evident in the solid-state structures which have been determined by single-crystal X-ray crystallog. Moreover, the enantiomers of these chiral resorcinarene crowns have been resolved via diastereomeric resolution, with the absolute configuration of the diastereomers being determined by X-ray crystallog. This work enables further exploration of these enantio-pure chiral baskets as possible chiral resolving agents.

European Journal of Organic Chemistry published new progress about 21286-54-4. 21286-54-4 belongs to chlorides-buliding-blocks, auxiliary class Chiral,Chloride,Sulfonyl chlorides,Aliphatic cyclic hydrocarbon,Ketone, name is ((1S,4R)-7,7-Dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl)methanesulfonyl chloride, and the molecular formula is C5H4N4, Category: chlorides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Raoufmoghaddam, Saeed published the artcileImportance of the Reducing Agent in Direct Reductive Heck Reactions, Synthetic Route of 21286-54-4, the publication is ChemCatChem (2018), 10(1), 266-272, database is CAplus.

The role of the reductant in the palladium N-heterocyclic carbene (NHC) catalyzed reductive Heck reaction and its effect on the mechanism of the reaction is reported. For the first time in this type of transformation, the palladium-NHC-catalyzed reductive Heck reaction was shown to proceed in the presence of LiOMe and iPrOH even at 10 °C to give the products very efficiently in excellent yields and with exceptional chemoselectivities. This study shows that the reaction proceeds through two distinct mechanisms that depend on the nature of the reducing agent. In the presence of a protic solvent or acidic medium the reaction undergoes protonation to yield the reduced product, whereas in the absence of proton source, it proceeds through the insertion of the reductant followed by reductive elimination. The kinetic data reveal that the oxidative addition is the rate-determining step in the reaction. The reaction profiles show first-order kinetics in aryl iodide and Pd and zero-order kinetics in LiOMe, benzylideneacetone, and the excess amount of NHC ligand. In addition, the reaction progress kinetic anal. shows that neither catalyst decomposition nor product inhibition occurs during the reaction. DFT calculations of the key steps confirm that the oxidative addition step is the rate-determining step in the reaction. Deuterium-labeling experiments indicate that the product is formed by the protonation of the Pd-C_alkyl bond of the intermediate formed after enone insertion into the Pd-C_Ar bond. Application of chiral NHC ligands in the asym. reductive Heck reaction only results in poor enantioselectivities (enantiomeric excess up to 20 %) and is also substrate specific. DFT calculations suggest that the migration of the aryl group to the alkene of the substrate is the enantioselectivity-determining step of the reaction. It is further shown that if the steric bulk at the enone is small (a Me group), the two transition state barriers from [Pd^II(L²)(ArI)(enone)] species C_re and C_si, which have the re and si face of the enone substrate coordinated to Pd, are very similar, in line with the exptl. results. With a slightly larger group (an iso-Pr substituent) a significant difference in energy barriers is calculated (2.6 kcal mol^-1), and in the experiment this product is formed with a modest enantiomeric excess (up to 20 %).

ChemCatChem published new progress about 21286-54-4. 21286-54-4 belongs to chlorides-buliding-blocks, auxiliary class Chiral,Chloride,Sulfonyl chlorides,Aliphatic cyclic hydrocarbon,Ketone, name is ((1S,4R)-7,7-Dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl)methanesulfonyl chloride, and the molecular formula is C10H15ClO3S, Synthetic Route of 21286-54-4.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics