Tag: M.W=100-150

Yuan, Yang published the artcilePalladium-Catalyzed Carbonylative Synthesis of N-Heterocycles from 1-Chloro-2-fluorobenzenes, Formula: C7H6ClF, the publication is European Journal of Organic Chemistry (2019), 2019(11), 2172-2175, database is CAplus.

A simple and efficient synthesis of pyrido-fused quinazolinones and dibenzoxazepinones by palladium-catalyzed annulation of com. available substituted 1-chloro-2-fluorobenzenes and 2-aminopyridines or 2-aminophenols was developed. The reaction involved carbonylation/aromatic nucleophilic substitution sequential in a one-pot manner.

European Journal of Organic Chemistry 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 C24H29N5O3, Formula: C7H6ClF.

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

Apgar, James M. published the artcileIbrexafungerp: An orally active β-1,3-glucan synthesis inhibitor, SDS of cas: 5034-06-0, the publication is Bioorganic & Medicinal Chemistry Letters (2021), 127661, database is CAplus and MEDLINE.

We previously reported medicinal chem. efforts that identified MK-5204 (I), an orally efficacious β-1,3-glucan synthesis inhibitor derived from the natural product enfumafungin. Further extensive optimization of the C2 triazole substituent identified 4-pyridyl as the preferred replacement for the carboxamide of MK-5204, leading to improvements in antifungal activity in the presence of serum, and increased oral exposure. Reoptimizing the aminoether at C3 in the presence of this newly discovered C2 substituent, confirmed that the (R) t-Bu, Me aminoether of MK-5204 provided the best balance of these two key parameters, culminating in the discovery of ibrexafungerp (II), which is currently in phase III clin. trials. Ibrexafungerp displayed significantly improved oral efficacy in murine infection models, making it a superior candidate for clin. development as an oral treatment for Candida and Aspergillus infections.

Bioorganic & Medicinal Chemistry 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, SDS of cas: 5034-06-0.

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

Szeto, Judy published the artcileMulti-step continuous flow synthesis of fluconazole, Related Products of chlorides-buliding-blocks, the publication is Journal of Flow Chemistry (2019), 9(1), 35-42, database is CAplus.

The development of a flow chem. approach to the anti-fungal fluconazole is described. A continuous, two-reactor, three-step synthesis of fluconazole from 2-chloro-2′,4′-difluoroacetophenone was achieved with no intermediate purification The synthesis has been successfully demonstrated on a Vaportec com. flow chem. system.

Journal of Flow 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 C10H16O2, Related Products of chlorides-buliding-blocks.

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

Nadir, Upender K. published the artcileReaction of dimethyloxosulfonium methylide with oxaziridines – transformation to azetidines, Computed Properties of 5034-06-0, the publication is Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry (1989), 28B(8), 685-6, database is CAplus.

Reaction of N-arylsufonyloxaziridines I (R = SO₂C₆H₄H₄Me-4, SO₂Ph) with Me₂S(O):CH₂ yields azetidines whereas reaction with I (R = Me₃C) leads to the corresponding azomethine PhCH:NCMe₃.

Indian Journal of Chemistry, Section B: Organic Chemistry Including 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, Computed Properties of 5034-06-0.

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

Norris, Peter published the artcileDevelopment of reactions of 6- and 5-substituted 1,3-dimethyluracils with dimethylsulfoxonium methylide, Application In Synthesis of 5034-06-0, the publication is Journal of Organic Chemistry (1999), 64(20), 7290-7298, database is CAplus.

6-Chloro-1,3-dimethyluracil reacts with dimethylsulfoxonium methylide, MeS(:O):CH₂, to give sulfoxonium ylide I in 51% yield. The structure of I was established spectroscopically and by its reactions with various electrophiles and electron-deficient olefins. Thus, I is converted by HCl to a sulfoxonium chloride which then yields 6-(chloromethyl)-1,3-dimethyluracil (II) by heating in MeCN. I undergoes deuterium exchange at the 5-position, at its methine carbon, and into its Me groups attached to sulfur. Reaction of I with BzCl gives the highly substituted ylide III or the nucleophilic substitution products II and (α-chlorophenacyl)uracil IV, depending on reaction conditions. Treatment of I with electron-deficient olefins yields 6-cyclopropyluracils, e.g. V. Many of the cyclopropyluracils were converted to trans-1-(1,3-dimethyluracilyl)-2-vinylcyclopropanes and cycloheptenyluracils. Reaction 5-(phenylsulfinyl)-1,3-dimethyluracil with MeS(:O):CH₂ yields cyclothymine VI, whereas reaction of 5-phenylseleninyl-1,3-dimethyluracil with MeS(:O):CH₂ gave I as the major product.

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, Application In Synthesis of 5034-06-0.

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

Wang, Jing published the artcileMichael acceptor in gambogic acid-Its role and application for potent antitumor agents, Recommanded Product: trimethyloxosulphonium chloride, the publication is Bioorganic & Medicinal Chemistry Letters (2015), 25(14), 2844-2848, database is CAplus and MEDLINE.

Gambogic acid (GA), a natural product with unique structure, was reported to have broad antiproliferation activities against cancer cell lines. As a reactive Michael acceptor, the 10-position of GA is susceptible to nucleophiles, thus limiting its clin. application as an anticancer agent. Moreover, the 6-OH forms an intramol. hydrogen bond with 8-C=O, which can make the 9, 10 double bond more reactive to nucleophiles. In this essay, two strategies (A and B) were applied to solve the above-mentioned problems. Strategy A was to increase the steric hindrance of C-10 to reduce the activity of GA towards nucleophiles. Strategy B was to replace the hydroxyl of C-6 with other substituents based on the assumption that the intra-mol. hydrogen bond could increase the electrophilicity of C-10. Results showed the electrophilicity of C-10 disappeared as well as the antiproliferation activity against cancer cell lines by introducing a Me group at C-10. Strategy B showed that the electrophilicity of C-10 was reduced dramatically while maintained the activity by replacement of the hydroxyl of C-6 with neutral or basic groups.

Bioorganic & Medicinal Chemistry 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 C17H18N3NaO3S, Recommanded Product: trimethyloxosulphonium chloride.

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

Wang, Dengjin published the artcileOne-Carbon Chain Extension of Esters to α-Chloroketones: A Safer Route without Diazomethane, Name: trimethyloxosulphonium chloride, the publication is Journal of Organic Chemistry (2004), 69(5), 1629-1633, database is CAplus and MEDLINE.

The reaction of a variety of Me esters with dimethylsulfoxonium methylide at 0-25 °C affords the chain-extended β-keto dimethylsulfoxonium ylides. Subsequent treatment with hydrogen chloride in THF proceeds with loss of DMSO to afford the corresponding α-chloro ketones. This sequence has been utilized to convert the Me esters of CBZ-protected alanine and valine to the anti N-protected α-amino epoxides, which are important pharmaceutical intermediates. When the same protocol is applied to BOC-protected phenylalanine Me ester, epimerization occurs so that the use of a more reactive aryl ester is required. This chem. provides a practical route to α-chloroketones that avoids the use of toxic and explosive diazomethane.

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 C11H14O2, Name: trimethyloxosulphonium chloride.

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

Honda, Mitsunori published the artcileSynthesis of 1-hydrocarbon substituted cyclopropyl silyl ketones, Safety of trimethyloxosulphonium chloride, the publication is Tetrahedron Letters (2018), 59(42), 3777-3781, database is CAplus.

The synthesis of cyclopropyl silyl ketones possessing a hydrocarbon group at 1-position of three-membered ring was investigated. The reaction of sulfoxonium ylide with α,β-unsaturated acylsilanes derived from α,β-unsaturated aldehydes did not afford the desired acylsilane derivatives Instead, the corresponding silyl enol ethers were yielded exclusively. On the other hand, the Corey-Chaykovsky cyclopropanation of α-substituted α,β-unsaturated aldehydes proceeded well to give 1-substituted cyclopropyl aldehydes. The silyl substitution of formyl proton in the obtained aldehydes via umpolung of carbonyl group afforded the target acylsilanes.

Tetrahedron 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

Busch, Brett B. published the artcileThe Boron-Catalyzed Polymerization of Dimethylsulfoxonium Methylide. A Living Polymethylene Synthesis, Computed Properties of 5034-06-0, the publication is Journal of the American Chemical Society (2002), 124(14), 3636-3646, database is CAplus and MEDLINE.

Trialkyl and aryl organoboranes catalyze the polymerization of dimethylsulfoxonium methylide (1). The product of the polymerization is a tris-polymethylene organoborane. Oxidation affords linear telechelic α-hydroxy polymethylene. The polymer mol. weight was found to be directly proportional to the stoichiometric ratio of ylide/borane, and polydispersities as low as 1.01-1.03 have been realized. Although oligomeric polymethylene has been the most frequent synthetic target of this method, polymeric star organoboranes with mol. weights of 1.5 million have been produced. The average turnover frequency at 120° in 1,2,4,5-tetrachlorobenzene/toluene is estimated at >6 × 10⁶ g of polymethylene (mol boron)^-1 h^-1. The mechanism of the polyhomologation reaction involves initial formation of a zwitterionic organoborane-ylide complex which breaks down in a rate-limiting 1,2-alkyl group migration with concomitant expulsion of a mol. of DMSO. The reaction was found to be first order in the borane catalyst and zero order in ylide. DMSO does not interfere with the reaction. The temperature dependence of the reaction rate yielded the following activation energy parameters (toluene, ΔH^⧧ = 23.2 kcal/mol, ΔS^⧧ = 12.6 cal deg/mol, ΔG^⧧ = 19.5 kcal/mol; THF, ΔH^⧧ = 26.5 kcal/mol, ΔS^⧧ = 21.5 cal deg/mol, ΔG^⧧ = 20.1 kcal/mol).

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, Computed Properties of 5034-06-0.

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

Wang, Dengjin published the artcileSynthesis of an anti-α-amino epoxide by one-carbon homologation of an α-amino ester: (2S,3S)-1,2-epoxy-3-(Boc-amino)-4-phenylbutane, SDS of cas: 5034-06-0, the publication is Organic Syntheses (2007), 58-67, database is CAplus.

The title compound was prepared by homologation of (S)-PhCH₂CH(NHBoc)CO₂C₆H₄NO₂-4 with Me₂S(O):CH₂, conversion to (S)-PhCH₂CH(NHBoc)CO₂CH₂Cl with HCl, and cyclization with LiAlH(OCMe₃)₃. Several other chloro ketones were also prepared

Organic Syntheses 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 C25H47NO8, SDS of cas: 5034-06-0.

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