Tag: 200-300

Sterically Strained Bronsted Pair Catalysis by Bulky Pyridinium Salts: Direct Stereoselective Synthesis of 2-Deoxy and 2,6-Dideoxy-β-thioglycosides from Glycals was written by Mukherji, Ananya;Addanki, Rupa Bai;Halder, Suvendu;Kancharla, Pavan K.. And the article was included in Journal of Organic Chemistry in 2021.Recommanded Product: (3aR,5S,6S,6aR)-5-((R)-2,2-Dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-ol This article mentions the following:

A sterically strained ionic Bronsted pair complex obtained from a sterically bulky base 2,4,6-tri-tert-butylpyridine and hydrochloric acid unusual reactivity to the anionic chloride. The complete shielding of the cationic [N-H]⁺ by the bulky ortho-tert-Bu groups weakens the possible hydrogen-bonding interactions with the chloride anion, and the [N-H]⁺···Cl^– distance is unusually longer (3.10 Å). This results in strained/frustrated electrostatic interactions between the ion-pair, thus infusing an increased reactivity in both of the ions, which results in the activation of a third mol. like thiol via hydrogen-bonding. This intriguing weak interaction-based reactivity has been utilized to develop an organocatalytic synthesis of 2-deoxy-β-thioglycosides from glycals. While the ¹H NMR studies showcase the diamagnetic activation of thiols in the presence of the catalyst, the ESR (EPR) studies reveal the generation of a radical species that suggests a possible frustrated radical pair catalysis. Besides, IR spectroscopic studies explain the intriguing influence of size/charge d. of the anion on the solvation-insusceptible, cationic [TTBPyH]⁺ and on the observed reactivity. In the experiment, the researchers used many compounds, for example, (3aR,5S,6S,6aR)-5-((R)-2,2-Dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-ol (cas: 582-52-5Recommanded Product: (3aR,5S,6S,6aR)-5-((R)-2,2-Dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-ol).

(3aR,5S,6S,6aR)-5-((R)-2,2-Dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-ol (cas: 582-52-5) belongs to tetrahydrofuran derivatives. Tetrahydrofuran and dihydrofuran form the basic structural unit of many naturally occurring scaffolds like gambieric acid A and ciguatoxin, goniocin, and some biologically active molecules. Tetrahydrofuran reaction with hydrogen sulfide: In the presence of a solid acid catalyst, tetrahydrofuran reacts with hydrogen sulfide to give tetrahydrothiophene.Recommanded Product: (3aR,5S,6S,6aR)-5-((R)-2,2-Dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-ol

Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Diversity-Oriented Synthesis of Aliphatic Fluorides via Reductive C(sp³)-C(sp³) Cross-Coupling Fluoroalkylation was written by Sheng, Jie;Ni, Hui-Qi;Ni, Shan-Xiu;He, Yan;Cui, Ru;Liao, Guang-Xu;Bian, Kang-Jie;Wu, Bing-Bing;Wang, Xi-Sheng. And the article was included in Angewandte Chemie, International Edition in 2021.Recommanded Product: 582-52-5 This article mentions the following:

A direct nickel-catalyzed monofluoromethylation of unactivated alkyl halides e.g., (3-bromopropyl)benzene using a low-cost industrial raw material, bromofluoromethane, by demonstrating a general and efficient reductive cross-coupling of two alkyl halides e.g., (3-bromopropyl)benzene and e.g., (2-bromo-2-fluoroethyl)benzene was described. Results with 1-bromo-1-fluoroalkane also demonstrate the viability of monofluoroalkylation, which further established the first example of reductive C(sp³)-C(sp³) cross-coupling fluoroalkylation. These transformations demonstrate high efficiency, mild conditions, and excellent functional-group compatibility, especially for a range of pharmaceuticals and biol. active compounds Mechanistic studies support a radical pathway. Kinetic studies reveal that the reaction is first-order dependent on catalyst and alkyl bromide whereas the generation of monofluoroalkyl radical is not involved in the rate-determining step. This strategy provides a general and efficient method for the synthesis of aliphatic fluorides e.g, (4-fluorobutyl)benzene. In the experiment, the researchers used many compounds, for example, (3aR,5S,6S,6aR)-5-((R)-2,2-Dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-ol (cas: 582-52-5Recommanded Product: 582-52-5).

(3aR,5S,6S,6aR)-5-((R)-2,2-Dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-ol (cas: 582-52-5) belongs to tetrahydrofuran derivatives. Tetrahydrofuran (THF) is a Lewis base that bonds to a variety of Lewis acids such as I2, phenols, triethylaluminum and bis(hexafluoroacetylacetonato)copper(II). THF (Tetrahydrofuran) is also used as a starting material for the synthesis of poly(tetramethylene ether) glycol (PTMG), etc.Recommanded Product: 582-52-5

Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Modular Access to 2-(Trifluoromethyl)pyrazolo[1,5-a]pyridines and Their Benzo Analogues through a Copper(I)-Catalyzed Radical Annulation was written by Wang, Zhenhui;Li, Xiaofeng;Qiu, Jie;Li, Wei;Li, Hengyuan;Weng, Zhiqiang;Li, Huaifeng. And the article was included in Organic Letters in 2022.Name: (3aR,5S,6S,6aR)-5-((R)-2,2-Dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-ol This article mentions the following:

A mechanistically distinctive copper-catalyzed radical annulation to valuable 2-(trifluoromethyl)pyrazolo[1,5-a]pyridines and their benzo analogs has been described for the first time. Notably, the newly developed complementary process allows the synthesis of 4- or 6-substituted target mol. entities as a single product, which was previously challenging to access by existing methods. The utility of this process is further demonstrated by the facile construction of four different ring systems, a gram-scale synthesis, and the late-stage functionalization of bioactive mols. In the experiment, the researchers used many compounds, for example, (3aR,5S,6S,6aR)-5-((R)-2,2-Dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-ol (cas: 582-52-5Name: (3aR,5S,6S,6aR)-5-((R)-2,2-Dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-ol).

(3aR,5S,6S,6aR)-5-((R)-2,2-Dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-ol (cas: 582-52-5) belongs to tetrahydrofuran derivatives. Tetrahydrofuran and dihydrofuran form the basic structural unit of many naturally occurring scaffolds like gambieric acid A and ciguatoxin, goniocin, and some biologically active molecules. Tetrahydrofuran (THF) is primarily used as a precursor to polymers including for surface coating, adhesives, and printing inks.Name: (3aR,5S,6S,6aR)-5-((R)-2,2-Dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-ol

Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Transition metal-free formal hydro/deuteromethylthiolation of unactivated alkenes was written by Chen, Shuangyang;Wang, Jia;Xie, Lan-Gui. And the article was included in Organic & Biomolecular Chemistry in 2021.HPLC of Formula: 582-52-5 This article mentions the following:

Herein, a formal hydro/deuteromethylthiolation of alkenes was reported by using dimethyl(methylthio)sulfonium trifluoromethanesulfonate as the stimulator and sodium borohydride/deuteride as the hydrogen/deuterium source. The process represented a mild, transition metal-free and methanethiol-free route towards the synthesis of methylthioethers from unactivated alkenes. In the experiment, the researchers used many compounds, for example, (3aR,5S,6S,6aR)-5-((R)-2,2-Dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-ol (cas: 582-52-5HPLC of Formula: 582-52-5).

(3aR,5S,6S,6aR)-5-((R)-2,2-Dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-ol (cas: 582-52-5) belongs to tetrahydrofuran derivatives.Tetrahydrofuran has many industry uses as a solvent including in natural and synthetic resins, high polymers, fat oils, rubber, polymer. Commercial tetrahydrofuran contains substantial water that must be removed for sensitive operations, e.g. those involving organometallic compounds. Although tetrahydrofuran is traditionally dried by distillation from an aggressive desiccant, molecular sieves are superior.HPLC of Formula: 582-52-5

Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Sterically Strained Bronsted Pair Catalysis by Bulky Pyridinium Salts: Direct Stereoselective Synthesis of 2-Deoxy and 2,6-Dideoxy-β-thioglycosides from Glycals was written by Mukherji, Ananya;Addanki, Rupa Bai;Halder, Suvendu;Kancharla, Pavan K.. And the article was included in Journal of Organic Chemistry in 2021.Recommanded Product: (3aR,5S,6S,6aR)-5-((R)-2,2-Dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-ol This article mentions the following:

A sterically strained ionic Bronsted pair complex obtained from a sterically bulky base 2,4,6-tri-tert-butylpyridine and hydrochloric acid unusual reactivity to the anionic chloride. The complete shielding of the cationic [N-H]⁺ by the bulky ortho-tert-Bu groups weakens the possible hydrogen-bonding interactions with the chloride anion, and the [N-H]⁺···Cl^– distance is unusually longer (3.10 Å). This results in strained/frustrated electrostatic interactions between the ion-pair, thus infusing an increased reactivity in both of the ions, which results in the activation of a third mol. like thiol via hydrogen-bonding. This intriguing weak interaction-based reactivity has been utilized to develop an organocatalytic synthesis of 2-deoxy-β-thioglycosides from glycals. While the ¹H NMR studies showcase the diamagnetic activation of thiols in the presence of the catalyst, the ESR (EPR) studies reveal the generation of a radical species that suggests a possible frustrated radical pair catalysis. Besides, IR spectroscopic studies explain the intriguing influence of size/charge d. of the anion on the solvation-insusceptible, cationic [TTBPyH]⁺ and on the observed reactivity. In the experiment, the researchers used many compounds, for example, (3aR,5S,6S,6aR)-5-((R)-2,2-Dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-ol (cas: 582-52-5Recommanded Product: (3aR,5S,6S,6aR)-5-((R)-2,2-Dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-ol).

(3aR,5S,6S,6aR)-5-((R)-2,2-Dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-ol (cas: 582-52-5) belongs to tetrahydrofuran derivatives. Tetrahydrofuran and dihydrofuran form the basic structural unit of many naturally occurring scaffolds like gambieric acid A and ciguatoxin, goniocin, and some biologically active molecules. Tetrahydrofuran reaction with hydrogen sulfide: In the presence of a solid acid catalyst, tetrahydrofuran reacts with hydrogen sulfide to give tetrahydrothiophene.Recommanded Product: (3aR,5S,6S,6aR)-5-((R)-2,2-Dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-ol

Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Diversity-Oriented Synthesis of Aliphatic Fluorides via Reductive C(sp³)-C(sp³) Cross-Coupling Fluoroalkylation was written by Sheng, Jie;Ni, Hui-Qi;Ni, Shan-Xiu;He, Yan;Cui, Ru;Liao, Guang-Xu;Bian, Kang-Jie;Wu, Bing-Bing;Wang, Xi-Sheng. And the article was included in Angewandte Chemie, International Edition in 2021.Recommanded Product: 582-52-5 This article mentions the following:

A direct nickel-catalyzed monofluoromethylation of unactivated alkyl halides e.g., (3-bromopropyl)benzene using a low-cost industrial raw material, bromofluoromethane, by demonstrating a general and efficient reductive cross-coupling of two alkyl halides e.g., (3-bromopropyl)benzene and e.g., (2-bromo-2-fluoroethyl)benzene was described. Results with 1-bromo-1-fluoroalkane also demonstrate the viability of monofluoroalkylation, which further established the first example of reductive C(sp³)-C(sp³) cross-coupling fluoroalkylation. These transformations demonstrate high efficiency, mild conditions, and excellent functional-group compatibility, especially for a range of pharmaceuticals and biol. active compounds Mechanistic studies support a radical pathway. Kinetic studies reveal that the reaction is first-order dependent on catalyst and alkyl bromide whereas the generation of monofluoroalkyl radical is not involved in the rate-determining step. This strategy provides a general and efficient method for the synthesis of aliphatic fluorides e.g, (4-fluorobutyl)benzene. In the experiment, the researchers used many compounds, for example, (3aR,5S,6S,6aR)-5-((R)-2,2-Dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-ol (cas: 582-52-5Recommanded Product: 582-52-5).

(3aR,5S,6S,6aR)-5-((R)-2,2-Dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-ol (cas: 582-52-5) belongs to tetrahydrofuran derivatives. Tetrahydrofuran (THF) is a Lewis base that bonds to a variety of Lewis acids such as I2, phenols, triethylaluminum and bis(hexafluoroacetylacetonato)copper(II). THF (Tetrahydrofuran) is also used as a starting material for the synthesis of poly(tetramethylene ether) glycol (PTMG), etc.Recommanded Product: 582-52-5

Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

New glyco-copolymers containing α-D-glucofuranose and α-D-mannofuranose groups synthesized by free-radical polymerization of sugar-based monomers was written by Namazi, Hassan;Pooresmaeil, Malihe;Oskooie, Maryam Nasiri. And the article was included in Polymer Bulletin (Heidelberg, Germany) in 2022.Reference of 582-52-5 This article mentions the following:

Carbohydrates are safe materials with the potential of application in various areas, hence, in recent years, a growing interest has been attracted to the synthesis of the new systems containing carbohydrates. By considering this and based on the carbohydrates merits, in this work, the new two different random glyco-copolymers were prepared through the polymerization of the α-D-glucofuranose- and α-D-mannofuranose-based monomers. A facile free-radical polymerization technique was utilized for glyco-copolymers synthesis in the presence of benzoyl peroxide (BPO) as an initiator. Fourier transform IR (FT-IR) technique was used for investigating the achievements in the synthesis of copolymers. In the proton NMR (¹H NMR) spectroscopy anal., the absence of any peaks in the rigon related to vinylic protons confirmed the successful synthesizing of glyco-copolymers. As well as, enhancing the intensity of the peaks in the 0.60-2.39 ppm which is related to the formed aliphatic protons as a result of vinylic glycomonomers copolymerization is the strong witness for success in copolymerization In this way and by considering the special structure of the prepared glyco-copolymers and based on the review of the published literature, it is expected that the prepared new glyco-copolymers be a good candidate for biomedicinal applications. In the experiment, the researchers used many compounds, for example, (3aR,5S,6S,6aR)-5-((R)-2,2-Dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-ol (cas: 582-52-5Reference of 582-52-5).

(3aR,5S,6S,6aR)-5-((R)-2,2-Dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-ol (cas: 582-52-5) belongs to tetrahydrofuran derivatives. THF (Tetrahydrofuran) is water-miscible and has a low viscosity making it a highly versatile solvent used in a variety of industries. Commercial tetrahydrofuran contains substantial water that must be removed for sensitive operations, e.g. those involving organometallic compounds. Although tetrahydrofuran is traditionally dried by distillation from an aggressive desiccant, molecular sieves are superior.Reference of 582-52-5

Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Study of the β-oxygen effect in the Barton-McCombie reaction for the total synthesis of (4R,5R)-4-hydroxy-γ-decalactone (Japanese orange fly lactone): a carbohydrate based approach was written by Desireddi, Janardana Reddi;Rao, Mora Mallikarjuna;Murahari, Kiran Kumar;Nimmareddy, Rajashekar Reddy;Mothe, Thirupathi;Lingala, Arun Kumar;Maiti, Bhimcharan;Manchal, Ravinder. And the article was included in RSC Advances in 2022.HPLC of Formula: 582-52-5 This article mentions the following:

Efficient and facile synthesis of Japanese orange fly lactone I was achieved from a com. available D-glucose by investigating Barton-McCombie reaction with furanose anomeric isomers (12α, β) with an overall yield of 12.6%. During course of this synthesis, β-oxygen effect was discovered in deoxygenation step at C-3 position using Barton-McCombie reaction, where substrate allows effect to operate in one of isomers but not in other. Under same reaction conditions, xanthate derived from β-furanose isomer afforded a high yield of deoxygenated product, whereas α-isomer produced a very low yield. The key transformations used were Wittig olefination, TEMPO mediated oxidation, and Barton-McCombie deoxygenation, resulting in a concise total synthesis of Japanese orange fly lactone I. In the experiment, the researchers used many compounds, for example, (3aR,5S,6S,6aR)-5-((R)-2,2-Dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-ol (cas: 582-52-5HPLC of Formula: 582-52-5).

(3aR,5S,6S,6aR)-5-((R)-2,2-Dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-ol (cas: 582-52-5) belongs to tetrahydrofuran derivatives. Tetrahydrofuran (THF), or oxolane, is mainly used as a precursor to polymers. Being polar and having a wide liquid range, THF is a versatile solvent. Commercial tetrahydrofuran contains substantial water that must be removed for sensitive operations, e.g. those involving organometallic compounds. Although tetrahydrofuran is traditionally dried by distillation from an aggressive desiccant, molecular sieves are superior.HPLC of Formula: 582-52-5

Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Superbase-Catalyzed Stereo- and Regioselective Glycosylation with 2-Nitroglycals: Facile Access to 2-Amino-2-deoxy-O-glycosides was written by Pal, Kumar Bhaskar;Guo, Aoxin;Das, Mrinmoy;Bati, Gabor;Liu, Xue-Wei. And the article was included in ACS Catalysis in 2020.Computed Properties of C12H20O6 This article mentions the following:

An efficient super-base-catalyzed stereo- and regioselective glycosylation of 2-nitroglycals with high functional group compatibility is reported. The ion pair generated from alc. and a catalytic amount of P₄-t-Bu was vital for the successful implementation of this stereoselective glycosylation under mild conditions, producing moderate to good yields. Under reported reaction conditions, 2-nitrogalactals produce α-stereoisomers exclusively, while 2-nitroglucal yielded more β-products. The notable difference between the outcomes was investigated by the d. functional theory (DFT) study. In addition, we have synthesized the key intermediate of a mucin-type core-6 glycoconjugate, thus illustrating the synthetic potency of this method. In the experiment, the researchers used many compounds, for example, (3aR,5S,6S,6aR)-5-((R)-2,2-Dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-ol (cas: 582-52-5Computed Properties of C12H20O6).

(3aR,5S,6S,6aR)-5-((R)-2,2-Dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-ol (cas: 582-52-5) belongs to tetrahydrofuran derivatives. Solid acid catalysis, and the advantages often associated with their use, have been proved equally efficient for the synthesis of tetrahydrofurans or furans. It is more basic than diethyl ether and forms stronger complexes with Li+, Mg2+, and boranes. It is a popular solvent for hydroboration reactions and for organometallic compounds such as organolithium and Grignard reagents.Computed Properties of C12H20O6

Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Photochemical C-H Activation Enables Nickel-Catalyzed Olefin Dicarbofunctionalization was written by Campbell, Mark W.;Yuan, Mingbin;Polites, Viktor C.;Gutierrez, Osvaldo;Molander, Gary A.. And the article was included in Journal of the American Chemical Society in 2021.Product Details of 582-52-5 This article mentions the following:

Herein, the implementation of efficient, sustainable, diaryl ketone hydrogen-atom transfer (HAT) catalysis to activate native C-H bonds for multicomponent dicarbofunctionalization of alkenes was reported. The ability to forge new carbon-carbon bonds between reagents typically viewed as commodity solvents provided a new, more atom-economic outlook for organic synthesis. Through detailed exptl. and computational investigation, the critical effect of hydrogen bonding on the reactivity of this transformation was uncovered. In the experiment, the researchers used many compounds, for example, (3aR,5S,6S,6aR)-5-((R)-2,2-Dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-ol (cas: 582-52-5Product Details of 582-52-5).

(3aR,5S,6S,6aR)-5-((R)-2,2-Dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-ol (cas: 582-52-5) belongs to tetrahydrofuran derivatives.Tetrahydrofuran has many industry uses as a solvent including in natural and synthetic resins, high polymers, fat oils, rubber, polymer. THF can also be synthesized by catalytic hydrogenation of furan. This allows certain sugars to be converted to THF via acid-catalyzed digestion to furfural and decarbonylation to furan, although this method is not widely practiced. THF is thus derivable from renewable resources.Product Details of 582-52-5

Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem