Category: 5034-06-0

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

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

Lazerwith, Scott E. published the artcileDiscovery of GS-9669, a Thumb Site II Non-Nucleoside Inhibitor of NS5B for the Treatment of Genotype 1 Chronic Hepatitis C Infection, Name: trimethyloxosulphonium chloride, the publication is Journal of Medicinal Chemistry (2014), 57(5), 1893-1901, database is CAplus and MEDLINE.

Investigation of thiophene-2-carboxylic acid HCV NS5B site II inhibitors, guided by measurement of cell culture medium binding, revealed the structure-activity relationships for intrinsic cellular potency. The pharmacokinetic profile was enhanced through incorporation of heterocyclic ethers on the N-alkyl substituent. Hydroxyl groups were incorporated to modulate protein binding. Intrinsic potency was further improved through enantiospecific introduction of an olefin in the N-acyl motif, resulting in the discovery of the phase 2 clin. candidate GS-9669. The unexpected activity of this compound against the clin. relevant NS5B M423T mutant, relative to the wild type, was shown to arise from both the N-alkyl substituent and the N-acyl group.

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, Name: trimethyloxosulphonium chloride.

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

Lin, Ivan J. B. published the artcilePhase-transfer-catalyzed phosphorus-carbon bond cleavage in platinum bis(diphenylphosphino)methane complexes under exceedingly mild conditions, Name: trimethyloxosulphonium chloride, the publication is Organometallics (1990), 9(2), 530-1, database is CAplus.

The reaction of [Pt(dppm)Cl₂] (dppm = Ph₂PCH₂PPh₂) with [S(O)Me₃]Cl under basic phase-transfer-catalyzed conditions gave the complex {Pt(PPh₂Me)[PPh₂(OH)][(CH₂)₂S(O)Me]}Cl, which contains a bidentate sulfur ylide and two monodentate phosphine ligands. The latter was produced by the facile base hydrolysis of the dppm ligand, a reaction that is general for other Pt-dppm complexes.

Organometallics 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

Braendstroem, Arne published the artcileTrimethyloxosulfonium chloride from the iodide through ion pair extraction, Recommanded Product: trimethyloxosulphonium chloride, the publication is Acta Chemica Scandinavica, Series B: Organic Chemistry and Biochemistry (1974), 28(5), 590, database is CAplus.

Trimethyloxosulfonium chloride (I) was prepared from the iodide (II) by extraction with Ph-CH2N+Bu3Cl- (III) between CH2Cl2 and H2O. Thus, III in H2O was shaken with II in CH2Cl2 and the aqueous phase washed with CH2Cl2 and then evaporated to give I.

Acta Chemica Scandinavica, Series B: Organic Chemistry and Biochemistry 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, Recommanded Product: trimethyloxosulphonium chloride.

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

Schrittwieser, Joerg H. published the artcileBiocatalytic Cascade for the Synthesis of Enantiopure β-Azidoalcohols and β-Hydroxynitriles, HPLC of Formula: 5034-06-0, the publication is European Journal of Organic Chemistry (2009), 2293-2298, database is CAplus.

A three-step, two-enzyme, one-pot reaction sequence starting from prochiral α-chloroketones leading to enantiopure β-azidoalcs. and β-hydroxynitriles was described. Asym. bioreduction of α-chloroketones by hydrogen transfer catalyzed by an alc. dehydrogenase (ADH) established the stereogenic center in the first step to furnish enantiopure chlorohydrin intermediates. Subsequent biocatalyzed ring closure to the epoxide and nucleophilic ring opening with azide, N₃^–, or cyanide, CN^–, both catalyzed by a nonselective halohydrin dehalogenase (Hhe), proceeded with full retention of configuration to give enantiopure β-azidoalcs. and β-hydroxynitriles, resp. Both enantiomers of various optically pure β-azidoalcs. and β-hydroxynitriles were synthesized. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009).

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

Wagner, Carl E. published the artcileThe polyhomologation of 1-boraadamantane: mapping the migration pathways of a propagating macrotricyclic trialkylborane, Computed Properties of 5034-06-0, the publication is Journal of the American Chemical Society (2003), 125(40), 12179-12195, database is CAplus and MEDLINE.

Trialkyl and triaryl organoboranes undergo multiple, repetitive homologations upon reaction with dimethylsulfoxonium methylide (1). This multiple homologation reaction, or polyhomologation, produces polymethylene in a living reaction. Applying the polyhomologation reaction to cyclic and polycyclic organoboranes permits the construction of unique oligomeric and polymeric architectures that are not readily accessible by standard olefin polymerization The polyhomologation of 1-boraadamantane·THF (2) by ylide 1 generates novel macrotricyclic trialkylboranes (3). The oxidation of these macrocyclic organoboranes generates a three-armed star polymethylene polymer (4) incorporating a cis,cis-1,3,5-trisubstituted cyclohexane core. Interestingly, only one-third of the initiators lead to product formation, resulting in an observed d.p. 3 times higher than expected. Close examination of the initial stages of polymerization show that 1-boraadamantane·THF reacts with 1 equiv of 1 to afford a monohomologated product. Subsequent homologations were found to contain branch points leading to isomeric tricyclic products after the third, fourth, and fifth methylene insertions. At these stages of homologation, all of the propagating species result in tricyclic trialkylborane cages with collapsed, inverted pyramidal boron centers that are substantially less reactive toward ylide. Approx. two-thirds of the species discontinue polymerization at these stages. However, one-third of these species continue to propagate and eventually result in the formation of giant macrotricyclic polymers of narrow polydispersity. Mol. modeling and kinetic simulation have aided in the anal. of the probable pathways through which the reaction proceeds.

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 C15H22BBrO2, Computed Properties of 5034-06-0.

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

Jurga, S. published the artcileNMR study of molecular motion in solid trimethyloxosulfonium halides, Formula: C3H9ClOS, the publication is Journal of Physics C: Solid State Physics (1981), 14(30), 4433-46, database is CAplus.

NMR 2nd moments M₂ and spin-lattice relaxation times in the laboratory and rotating frame (T₁ and T_1ρ) for Me₃SOF, Me₃SOCl, Me₃SOBr, and Me₃SOI were measured over a wide temperature range. The variations of M₂, T₁, and T_1ρ for each of these salts were interpreted in terms of Me group reorientation about its C₃ axis and reorientation of the trimethyloxosulfonium ion about its C₃‘ symmetry axis; the resp. activation parameters were also estimated (CH₃)₃SOCl contains 2 types of Me groups statistically weighted in the ratio 2:1, reorienting with different frequencies about their C₃ axes.

Journal of Physics C: Solid State Physics 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, Formula: C3H9ClOS.

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

Woodin, Katrina S. published the artcileTotal synthesis of pumiliotoxins 209F and 251D via late-stage, nickel-catalyzed epoxide-alkyne reductive cyclization, Formula: C3H9ClOS, the publication is Journal of Organic Chemistry (2007), 72(19), 7451-7454, database is CAplus and MEDLINE.

Pumiliotoxins 209F (I) and 251D were synthesized using highly selective nickel-catalyzed epoxide-alkyne reductive cyclizations as the final step. The exocyclic (Z)-alkene found in the majority of the pumiliotoxins was formed stereospecifically and regioselectively, without the use of a directing group on the alkyne, and the epoxide underwent ring opening exclusively at the less hindered carbon to provide the requisite tertiary alc. The epoxides were prepared using diastereoselective addition of a sulfoxonium anion to a proline-derived Me ketone.

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 C65H82N2O18S2, Formula: C3H9ClOS.

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