Tag: M.W=100-150

Mangion, Ian K. published the artcileIridium-Catalyzed X-H Insertions of Sulfoxonium Ylides, Computed Properties of 5034-06-0, the publication is Organic Letters (2009), 11(16), 3566-3569, database is CAplus and MEDLINE.

The unique reactivity of sulfoxonium ylides as a carbene source is described for a variety of X-H bond insertions, taking advantage of a simple, com. available iridium catalyst. This method has applications in both intra- and intermol. reactivity, including a practical ring-expansion strategy for lactams. The safety and stability of sulfoxonium ylides recommend them as preferable surrogates to traditional diazo ketones and esters.

Organic Letters published new progress about 5034-06-0. 5034-06-0 belongs to chlorides-buliding-blocks, auxiliary class Salt,Aliphatic hydrocarbon chain, name is trimethyloxosulphonium chloride, and the molecular formula is C3H9ClOS, Computed Properties of 5034-06-0.

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

Koolpe, Gary A. published the artcileDiastereomeric 6-desoxy-6-spiro-α-methylene-γ-butyrolactone derivatives of naltrexone and oxymorphone. Selective irreversible inhibition of naltrexone binding in an opioid receptor preparation by a conformationally restricted Michael acceptor ligand, Quality Control of 5034-06-0, the publication is Journal of Medicinal Chemistry (1984), 27(12), 1718-23, database is CAplus and MEDLINE.

The title compounds I and II (R = Me or cyclopropylmethyl) were prepared by sequence reaction starting with direct alkylation of the diacetate ester of the parent ketone by the Reformatskii reagent prepared from Me α–(bromomethyl)acrylate  [4224-69-5], and their affinity for opioid binding sites was determined in crude rat brain membrane preparation by competition against [³H]naltrexone in presence and absence of Na⁺. 6α–(2-Carboxyallyl)-17-(cyclopropylmethyl)-4,5α-epoxy-3,6β,14-trihydroxymorphinan-γ-lactone (II; R = cyclopropylmethyl) [92398-30-6] was the most potent compound showing a 50% inhibition of binding at 5 nM. The data suggest a receptor nucleophile such as SH is located where it can add to the α,β-unsaturated carbonyl system of the above compound

Journal of Medicinal Chemistry published new progress about 5034-06-0. 5034-06-0 belongs to chlorides-buliding-blocks, auxiliary class Salt,Aliphatic hydrocarbon chain, name is trimethyloxosulphonium chloride, and the molecular formula is C3H9ClOS, Quality Control of 5034-06-0.

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

Onuki, Yuta published the artcileRing-opening cyclization of spirocyclopropanes using sulfoxonium ylides, Safety of trimethyloxosulphonium chloride, the publication is Chemical & Pharmaceutical Bulletin (2020), 68(5), 479-486, database is CAplus and MEDLINE.

Ring-opening cyclization of cyclohexane-1,3-dione-2-spirocyclopropanes I (R = H, Me, Ph; R¹ = H, Me; R² = H, Ph, 4-methylphenyl, 4-bromophenyl, n-butyl; n = 1) using dimethylsulfoxonium methylide proceeded regioselectively to produce 2,3,4,6,7,8-hexahydro-5H-1-benzopyran-5-ones II (R³ = H; n = 1) in good to high yields. The reactions of cycloheptane- and cyclopentane-1,3-dione-2-spirocyclopropanes I (R = H; R¹ = H; R² = phenyl; n = 0 or 2) could construct [7.6]- and [5.6]-fused ring systems II (R³ = H; n = 0 or 2). This reaction was also carried out using triethyl(oxo)-sulfanylium chloride, tributyl(oxo)-sulfanylium chloride, and benzyldimethyloxo-sulfanylium chloride, resulting in the formation of the corresponding 2,3-trans-disubstituted products III (R⁴ = Ph; R⁵ = Me, Pr, phenyl) and II (R = H; R¹ = H; R² = H; R³ = Ph; n = 1) in good to high yields, and it was shown that the di-Me group can act as a dummy substituent. It was found that the 2- and 3-phenyhexahydrobenzopyran-5-ones II (R = H; R¹ = H; R² = H, phenyl; n = 1) can be readily converted into 5-hydroxyflavan and 5-hydroxyisoflavan, resp.

Chemical & Pharmaceutical Bulletin published new progress about 5034-06-0. 5034-06-0 belongs to chlorides-buliding-blocks, auxiliary class Salt,Aliphatic hydrocarbon chain, name is trimethyloxosulphonium chloride, and the molecular formula is C3H9ClOS, Safety of trimethyloxosulphonium chloride.

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

Kawanishi, Hiroyuki published the artcileStereoselective synthesis of antifungal sulfoximines, novel triazoles II, Safety of trimethyloxosulphonium chloride, the publication is Heterocycles (1998), 181-190, database is CAplus.

Novel triazole derivatives I (R = H, MeCO, MeNHCO, Me, MeO₂CCH₂) with an N-substituted sulfoximine moiety were synthesized and evaluated for antifungal activity. These compounds showed significantly weaker activity than I (R = H); the N-H moiety of the sulfoximine was extremely important for the activity. A practical and effective stereoselective synthesis of (-)-I (R = H), considered to be the most promising antifungal compound, has been developed. (-)-I (R = H) is prepared in seven steps, including two resolution steps, from the methylthiodifluoropropiophenone II, by epoxidation with Me₃SO⁺ Cl^–, diastereoselective sulfimine formation with chloramine T, addition of 1,2,4-triazole to the epoxide, oxidation of the sulfimine, acid hydrolysis of toluenesulfonyl group of the sulfoximine, and resolution with the novel resolving agent 1-(2,3,4-trichlorophenyl)ethanesulfonic acid [(+)-TCPES] III.

Heterocycles published new progress about 5034-06-0. 5034-06-0 belongs to chlorides-buliding-blocks, auxiliary class Salt,Aliphatic hydrocarbon chain, name is trimethyloxosulphonium chloride, and the molecular formula is C3H9ClOS, Safety of trimethyloxosulphonium chloride.

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

Chen, Guanghui published the artcileSynthesis of Functional Olefin Copolymers with Controllable Topologies Using a Chain-Walking Catalyst, Name: trimethyloxosulphonium chloride, the publication is Journal of the American Chemical Society (2003), 125(22), 6697-6704, database is CAplus and MEDLINE.

The branching topol. of ethylene polar copolymers was for the first time successfully controlled by copolymerization of ethylene with polar olefins using a palladium-bisimine chain-walking catalyst, in which ethylene pressure and comonomer concentration were used to control the competition between isomerization (chain-walking) and monomer insertion processes. Although the overall branching d. changes slightly, the topol. of the copolymers becomes more dendritic as the ethylene pressure and comonomer feed concentration are decreasing. This provides a straightforward one-pot synthesis to access a full range of functional copolymers having controllable branching topologies. To demonstrate the utility of this methodol., dendritic functional copolymers having hydroxyl, epoxide, and carbohydrate groups were prepared in a one-pot polymerization as potential functional materials.

Journal of the American Chemical Society published new progress about 5034-06-0. 5034-06-0 belongs to chlorides-buliding-blocks, auxiliary class Salt,Aliphatic hydrocarbon chain, name is trimethyloxosulphonium chloride, and the molecular formula is C3H9ClOS, Name: trimethyloxosulphonium chloride.

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

Luo, Jun published the artcileHydrocarbon Waxes from a Salt in Water: The C1 Polymerization of Trimethylsulfoxonium Halide, Safety of trimethyloxosulphonium chloride, the publication is ACS Macro Letters (2012), 1(5), 560-563, database is CAplus and MEDLINE.

We report the synthesis of polymethylene waxes, a surrogate of PE waxes, by a controlled polymerization reaction in water at or near r.t. and under atm. pressure. The monomer, dimethylsulfoxonium methylide, is generated in situ from a salt, trimethylsulfoxonium halide. The carbon sources for the polymerizations are C1 mols., which can be derived from nonpetroleum feedstock. DMSO serves as the C1 carrier and is not consumed. The reaction is initiated and catalyzed by trialkylboranes, compounds that are stable in water. A certain degree of mol. weight control is achieved by adjusting the stoichiometry of “salt” to organoborane. Polymethylene, the simplest hydrocarbon polymer, is a semicrystalline material. The room temperature polymerization produces a linear polymer approx. 100°C below its melting temperature (T_m). The supercooled polymers rapidly crystallize into flat nanoparticles comprised of stacked lamellae.

ACS Macro Letters published new progress about 5034-06-0. 5034-06-0 belongs to chlorides-buliding-blocks, auxiliary class Salt,Aliphatic hydrocarbon chain, name is trimethyloxosulphonium chloride, and the molecular formula is C3H9ClOS, Safety of trimethyloxosulphonium chloride.

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

Sone, Toshihiko published the artcileCatalytic asymmetric synthesis of 2,2-disubstituted oxetanes from ketones by using a one-pot sequential addition of sulfur ylide, Safety of trimethyloxosulphonium chloride, the publication is Angewandte Chemie, International Edition (2009), 48(9), 1677-1680, database is CAplus and MEDLINE.

Enantiopure 2-Me-2-R-substituted oxetanes (R = n-octyl, 9-decenyl, cyclohexyl, Ph, 4-ClC₆H₄, 4-FC₆H₄, PhCH₂CH₂, 2-naphthyl) were synthesized from the corresponding ketones RCOMe and dimethyloxosulfonium methylide via one-pot double methylene transfer catalyzed by a heterobimetallic La/Li complex. Chiral amplification in the second step was the key to obtain oxetanes in high enantiomeric excess.

Angewandte Chemie, International Edition published new progress about 5034-06-0. 5034-06-0 belongs to chlorides-buliding-blocks, auxiliary class Salt,Aliphatic hydrocarbon chain, name is trimethyloxosulphonium chloride, and the molecular formula is C15H25BN2O4, Safety of trimethyloxosulphonium chloride.

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

Luong, Hoa published the artcileImprovement in the One-Carbon Chain Extension of Esters with Dimethylsulfoxonium Methylide, HPLC of Formula: 5034-06-0, the publication is European Journal of Organic Chemistry (2013), 2013(20), 4238-4241, database is CAplus.

A recent report suggests that the reaction of dimethylsulfoxonium methylide with esters does not produce a chain-extended sulfur ylide as previously reported, but rather affords the corresponding carboxylate salt. We have investigated this assertion by using a combination of ab initio MO calculations, spiking studies, and isotopic labeling. The formation of carboxylate is unambiguously demonstrated to arise through hydrolysis involving adventitious water, principally derived from moisture in com. trimethylsulfoxonium chloride. Careful vacuum drying of this reagent diminishes the competing hydrolytic pathway resulting in higher yields for the chain-extension reaction than previously reported.

European Journal of Organic Chemistry published new progress about 5034-06-0. 5034-06-0 belongs to chlorides-buliding-blocks, auxiliary class Salt,Aliphatic hydrocarbon chain, name is trimethyloxosulphonium chloride, and the molecular formula is C3H9ClOS, HPLC of Formula: 5034-06-0.

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

Xu, Peng published the artcileRadical Decarboxylative Carbometalation of Benzoic Acids: A Solution to Aromatic Decarboxylative Fluorination, SDS of cas: 116850-28-3, the publication is Journal of the American Chemical Society (2021), 143(14), 5349-5354, database is CAplus and MEDLINE.

Abundant aromatic carboxylic acids exist in great structural diversity from nature and synthesis. To date, the synthetically valuable decarboxylative functionalization of benzoic acids is realized mainly by transition-metal-catalyzed decarboxylative cross couplings. However, the high activation barrier for thermal decarboxylative carbometalation that often requires 140°C reaction temperature limits both the substrate scope as well as the scope of suitable reactions that can sustain such conditions. Numerous reactions, for example, decarboxylative fluorination that is well developed for aliphatic carboxylic acids, are out of reach for the aromatic counterparts with current reaction chem. Here, we report a conceptually different approach through a low-barrier photoinduced ligand to metal charge transfer (LMCT)-enabled radical decarboxylative carbometalation strategy, which generates a putative high-valent arylcopper(III) complex, from which versatile facile reductive eliminations can occur. We demonstrate the suitability of our new approach to address previously unrealized general decarboxylative fluorination of benzoic acids.

Journal of the American Chemical Society published new progress about 116850-28-3. 116850-28-3 belongs to chlorides-buliding-blocks, auxiliary class Fluoride,Chloride,Benzene, name is 2-Chloro-1-fluoro-3-methylbenzene, and the molecular formula is C10H15NO, SDS of cas: 116850-28-3.

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

Cummings, Maxwell D. published the artcileDiscovery and Early Development of TMC647055, a Non-Nucleoside Inhibitor of the Hepatitis C Virus NS5B Polymerase, Application of trimethyloxosulphonium chloride, the publication is Journal of Medicinal Chemistry (2014), 57(5), 1880-1892, database is CAplus and MEDLINE.

Structure-based macrocyclization of a 6-carboxylic acid indole chemotype has yielded potent and selective finger-loop inhibitors of the hepatitis C virus (HCV) NS5B polymerase. Lead optimization in conjunction with in vivo evaluation in rats identified several compounds showing (i) nanomolar potency in HCV replicon cells, (ii) limited toxicity and off-target activities, and (iii) encouraging preclin. pharmacokinetic profiles characterized by high liver distribution. This effort culminated in the identification of TMC647055 (I), a nonzwitterionic 17-membered-ring macrocycle characterized by high affinity, long polymerase residence time, and broad genotypic coverage. In vitro results of the combination of I with the HCV protease inhibitor TMC435 (simeprevir) supported an evaluation of this combination in patients with regard to virus suppression and resistance emergence. In a phase 1b trial with HCV genotype 1-infected patients, I was considered to be safe and well-tolerated and demonstrated potent antiviral activity, which was further enhanced in a combination study with TMC435.

Journal of Medicinal Chemistry published new progress about 5034-06-0. 5034-06-0 belongs to chlorides-buliding-blocks, auxiliary class Salt,Aliphatic hydrocarbon chain, name is trimethyloxosulphonium chloride, and the molecular formula is C3H9ClOS, Application of trimethyloxosulphonium chloride.

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