Dioxole related

Catalytic, Kinetic, and Mechanistic Insights into the Fixation of CO₂ with Epoxides Catalyzed by Phenol-Functionalized Phosphonium Salts was written by Hu, Yuya;Wei, Zhihong;Frey, Anna;Kubis, Christoph;Ren, Chang-Yue;Spannenberg, Anke;Jiao, Haijun;Werner, Thomas. And the article was included in ChemSusChem in 2021.SDS of cas: 13818-44-5 This article mentions the following:

A series of hydroxy-functionalized phosphonium salts were studied as bifunctional catalysts for the conversion of CO₂ with epoxides under mild and solvent-free conditions. The reaction in the presence of a phenol-based phosphonium iodide proceeded via a first order reaction kinetic with respect to the substrate. Notably, in contrast to the aliphatic analog, the phenol-based catalyst showed no product inhibition. The temperature dependence of the reaction rate was investigated, and the activation energy for the model reaction was determined from an Arrhenius-plot (E_a=39.6 kJ mol^-1). The substrate scope was also evaluated. Under the optimized reaction conditions, 20 terminal epoxides were converted at room temperature to the corresponding cyclic carbonates, which were isolated in yields up to 99%. The reaction is easily scalable and was performed on a scale up to 50 g substrate. Moreover, this method was applied in the synthesis of the antitussive agent dropropizine starting from epichlorohydrin and phenylpiperazine. Furthermore, DFT calculations were performed to rationalize the mechanism and the high efficiency of the phenol-based phosphonium iodide catalyst. The calculation confirmed the activation of the epoxide via hydrogen bonding for the iodide salt, which facilitates the ring-opening step. Notably, the effective Gibbs energy barrier regarding this step is 97 kJ mol^-1 for the bromide and 72 kJ mol^-1 for the iodide salt, which explains the difference in activity. In the experiment, the researchers used many compounds, for example, (2-Oxo-1,3-dioxolan-4-yl)methyl methacrylate (cas: 13818-44-5SDS of cas: 13818-44-5).

(2-Oxo-1,3-dioxolan-4-yl)methyl methacrylate (cas: 13818-44-5) belongs to dioxole derivatives. Dioxoles, particularly fluorinated dioxoles, are used as co-monomers to make polymers that find use in forming protective coatings for chemical resistance. Although benzodioxole is not particularly important, many related compounds containing the methylenedioxyphenyl group are bioactive, and thus are found in pesticides and pharmaceuticals.SDS of cas: 13818-44-5

Referemce:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

Synthesis and AMPA-receptor modulating activity of benzodioxanecarboxylic and piperonylic acid derivatives was written by Lavrov, M. I.;Lapteva, V. L.;Grigor’ev, V. V.;Palyulin, V. A.;Bachurin, S. O.;Zefirov, N. S.. And the article was included in Pharmaceutical Chemistry Journal in 2012.Quality Control of Benzo[d][1,3]dioxol-5-yl(piperidin-1-yl)methanone This article mentions the following:

A series of amides of benzodioxane-6-carboxylic and piperonylic acids have been synthesized. Biol. studies showed that some of the synthesized compounds influence the central nervous system (in particular, AMPA receptors). Thus, at low concentrations (10^-9-10^-6 M), compound I potentiated the CA-induced AMPA-receptor current. Compound I at a dose of 0.1 mg/kg exhibited a stimulating influence on memory. In the experiment, the researchers used many compounds, for example, Benzo[d][1,3]dioxol-5-yl(piperidin-1-yl)methanone (cas: 34023-62-6Quality Control of Benzo[d][1,3]dioxol-5-yl(piperidin-1-yl)methanone).

Benzo[d][1,3]dioxol-5-yl(piperidin-1-yl)methanone (cas: 34023-62-6) belongs to dioxole derivatives. Dioxoles, particularly fluorinated dioxoles, are used as co-monomers to make polymers that find use in forming protective coatings for chemical resistance. Dioxole functionalized metal-organic frameworks have also been recently reported.Quality Control of Benzo[d][1,3]dioxol-5-yl(piperidin-1-yl)methanone

Referemce:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

Preparation of racemic and enantiomerically pure cyclic ketene acetals was written by Diaz-Ortiz, A.;Diez-Barra, E.;de la Hoz, A.;Prieto, P.. And the article was included in Synthetic Communications in 1993.Product Details of 2568-30-1 This article mentions the following:

Cyclic ketene acetals have been prepared from α-haloaldehyde di-Me acetals by transacetalization and subsequent elimination in PTC without solvent conditions. No racemization has been observed when an enantiomerically pure diol has been used. Stability and storage conditions have been studied. Thus, cyclocondensation of XCH₂CH(OR) (R = Me, X = Cl, Br) with diols gave 77-93% cyclic acetals which underwent dehydrohalogenation with KOH-Bu₄N⁺ Br^– to give cyclic ketene acetals, e.g. I–III. In the experiment, the researchers used many compounds, for example, 2-Chloromethyl-1,3-dioxolane (cas: 2568-30-1Product Details of 2568-30-1).

2-Chloromethyl-1,3-dioxolane (cas: 2568-30-1) belongs to dioxole derivatives. Dioxoles, particularly fluorinated dioxoles, are used as co-monomers to make polymers that find use in forming protective coatings for chemical resistance. Dioxole functionalized metal-organic frameworks have also been recently reported.Product Details of 2568-30-1

Referemce:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

Effect of Chiral Purity on Adjuvanticity of Archaeol-Based Glycolipids was written by Regnier, Sophie;Lam, Edmond;Vasquez, Vinicio;Martinez-Farina, Camilo F.;Stark, Felicity C.;Agbayani, Gerard;Deschatelets, Lise;Dudani, Renu;Harrison, Blair A.;Akache, Bassel;McCluskie, Michael J.;Hemraz, Usha D.. And the article was included in Journal of Medicinal Chemistry in 2022.Name: (2,2-Dimethyl-1,3-dioxolan-4-yl)methanol This article mentions the following:

Archaeosomes composed of sulfated lactosyl archaeol (SLA) glycolipids from stereoisomerically pure archaeol (1) are vaccine adjuvants that can boost immunogenicity and vaccine efficacy in preclin. models. Herein, we report a new synthesis of 2,3-bis((3,7,11,15-tetramethylhexadecyl)oxy) propan-1-ol (3) by treating (±)-3-benzyloxy-1,2-propanediol with a mesylated phytol derivative through a double nucleophilic substitution reaction, followed by reductive debenzylation. Three SLA archaeosomes from archaeols of different chiral purities were prepared, and the effect of stereochem. on their adjuvanticity toward ovalbumin was investigated. It was found that all SLA archaeosomes induced strong humoral and cell-mediated antigen-specific immune responses following immunization of C57BL/6NCrl mice, with no significant differences, irresp. of the chiral purities. The responses were comparable or better than those obtained using mimetics of approved adjuvants. The performance of SLA archaeosomes during immunization and their lack of dependence on the stereochem. of archaeol points toward a promising, safe, scalable, and economically viable vaccine adjuvant system. In the experiment, the researchers used many compounds, for example, (2,2-Dimethyl-1,3-dioxolan-4-yl)methanol (cas: 100-79-8Name: (2,2-Dimethyl-1,3-dioxolan-4-yl)methanol).

(2,2-Dimethyl-1,3-dioxolan-4-yl)methanol (cas: 100-79-8) belongs to dioxole derivatives. Dioxoles, particularly fluorinated dioxoles, are used as co-monomers to make polymers that find use in forming protective coatings for chemical resistance. Although benzodioxole is not particularly important, many related compounds containing the methylenedioxyphenyl group are bioactive, and thus are found in pesticides and pharmaceuticals.Name: (2,2-Dimethyl-1,3-dioxolan-4-yl)methanol

Referemce:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

Antiallergic substance from Asarum sagittarioides and synthesis of some analogs was written by Terada, Sumio;Motomiya, Taku;Yoshioka, Kimitomo;Narita, Toshiharu;Yasui, Sosuke;Takase, Muneaki. And the article was included in Chemical & Pharmaceutical Bulletin in 1987.Recommanded Product: 34023-62-6 This article mentions the following:

The MeOH extract of A. sagittarioides (Aristolochiaceae) showed antihistaminic activity. N-Isobutyl-3,4-methylenedioxybenzamide (I, RR¹ = CH₂) (II) was isolated as the active principle, and this compound showed antiallergic properties. To investigate the structure-activity relations, some analogs of II were synthesized, and I (R = R¹ = Me) and I (R = H, R¹ = Me) were more potent than II. In the experiment, the researchers used many compounds, for example, Benzo[d][1,3]dioxol-5-yl(piperidin-1-yl)methanone (cas: 34023-62-6Recommanded Product: 34023-62-6).

Benzo[d][1,3]dioxol-5-yl(piperidin-1-yl)methanone (cas: 34023-62-6) belongs to dioxole derivatives. Dioxoles, particularly fluorinated dioxoles, are used as co-monomers to make polymers that find use in forming protective coatings for chemical resistance. Dioxole functionalized metal-organic frameworks have also been recently reported.Recommanded Product: 34023-62-6

Referemce:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

Synthesis of Oxaphosphinane-Based Pseudo-disaccharides was written by Babouri, Rachida;Clarion, Ludovic;Rolland, Marc;Van der Lee, Arie;Kabouche, Zahia;Volle, Jean-Noel;Virieux, David;Pirat, Jean-Luc. And the article was included in European Journal of Organic Chemistry in 2017.Safety of (3aS,4S,6R,6aS)-6-((R)-2,2-Dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-ol This article mentions the following:

The synthesis of pseudo-disaccharides, e.g. I and II, based on an oxaphosphinane heterocycle is described. Disaccharide mimetics, e.g. I and II, ere readily obtained through glycosylation of a hydroxy group with appropriately protected furanosyl or pyranosyl carbohydrates using a trichloroacetamidate coupling strategy. Selective or complete deprotection then produced the chiral pseudo-disaccharides in good yields. In the experiment, the researchers used many compounds, for example, (3aS,4S,6R,6aS)-6-((R)-2,2-Dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-ol (cas: 14131-84-1Safety of (3aS,4S,6R,6aS)-6-((R)-2,2-Dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-ol).

(3aS,4S,6R,6aS)-6-((R)-2,2-Dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-ol (cas: 14131-84-1) belongs to dioxole derivatives. Dioxoles, particularly fluorinated dioxoles, are used as co-monomers to make polymers that find use in forming protective coatings for chemical resistance. Although benzodioxole is not particularly important, many related compounds containing the methylenedioxyphenyl group are bioactive, and thus are found in pesticides and pharmaceuticals.Safety of (3aS,4S,6R,6aS)-6-((R)-2,2-Dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-ol

Referemce:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

Catalytic conversion of carbon dioxide using phase transfer catalysts was written by Park, D. W.;Moon, J. Y.;Yang, J. G.;Lee, J. K.. And the article was included in Energy Conversion and Management in 1997.Application In Synthesis of (2-Oxo-1,3-dioxolan-4-yl)methyl methacrylate This article mentions the following:

Syntheses of 5-membered cyclic carbonates from CO₂ and glycidyl methacrylate or diglycidyl 1,2-cyclohexanedicarboxylate were investigated in view of the characteristics of phase-transfer catalysts, reaction mechanisms, and kinetics. Quaternary salts showed good conversion of epoxide at 1 atm of CO₂ pressure. Among the salts tested, those having a larger alkyl group and a more nucleophilic counter-anion exhibited better catalytic activity. Kinetic studies in a semi-batch reactor, through which a slow stream of CO₂ was continuously passed, showed that the reaction rate was pseudo-first order with respect to epoxide. In a batch autoclave reactor with high CO₂ pressure, however, the reaction rate showed second order kinetics. The reaction was also carried out with an insoluble phase-transfer catalyst, quaternary ammonium chloride anchored to metal oxide, to facilitate the recovery of catalyst. In the experiment, the researchers used many compounds, for example, (2-Oxo-1,3-dioxolan-4-yl)methyl methacrylate (cas: 13818-44-5Application In Synthesis of (2-Oxo-1,3-dioxolan-4-yl)methyl methacrylate).

(2-Oxo-1,3-dioxolan-4-yl)methyl methacrylate (cas: 13818-44-5) belongs to dioxole derivatives. Dioxoles, particularly fluorinated dioxoles, are used as co-monomers to make polymers that find use in forming protective coatings for chemical resistance. Although benzodioxole is not particularly important, many related compounds containing the methylenedioxyphenyl group are bioactive, and thus are found in pesticides and pharmaceuticals.Application In Synthesis of (2-Oxo-1,3-dioxolan-4-yl)methyl methacrylate

Referemce:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

Emergence of uniform tilt and π-stacking in triangular liquid crystalline honeycombs was written by Poppe, Marco;Chen, Changlong;Liu, Feng;Poppe, Silvio;Tschierske, Carsten. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2021.Name: (2,2-Dimethyl-1,3-dioxolan-4-yl)methanol This article mentions the following:

The synclinic tilted organization of specifically designed polyphilic oligo(p-phenylene ethynylene) rods in cylindrical shells around triangular prismatic cells on the <5 nm scale leads to a new kind of liquid crystalline honeycomb composed of helical shells with alternating helix sense. Core fluorination at the outer ring modifies the core-core interactions, thus resulting in triangular arrays with face-to-face π-stacking along the honeycomb. In the experiment, the researchers used many compounds, for example, (2,2-Dimethyl-1,3-dioxolan-4-yl)methanol (cas: 100-79-8Name: (2,2-Dimethyl-1,3-dioxolan-4-yl)methanol).

(2,2-Dimethyl-1,3-dioxolan-4-yl)methanol (cas: 100-79-8) belongs to dioxole derivatives. Dioxoles, particularly fluorinated dioxoles, are used as co-monomers to make polymers that find use in forming protective coatings for chemical resistance. Although benzodioxole is not particularly important, many related compounds containing the methylenedioxyphenyl group are bioactive, and thus are found in pesticides and pharmaceuticals.Name: (2,2-Dimethyl-1,3-dioxolan-4-yl)methanol

Referemce:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

An improved synthesis of a key intermediate for (+)-biotin from D-mannose was written by Chen, Fen-Er;Zhao, Jian-Feng;Xiong, Fang-Jun;Xie, Bin;Zhang, Ping. And the article was included in Carbohydrate Research in 2007.Application In Synthesis of (3aS,4S,6R,6aS)-6-((R)-2,2-Dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-ol This article mentions the following:

An efficient and reproducible process for the synthesis of Me tetradeoxy-isopropylidene-D-arabinonanonate I, a key intermediate in the total synthesis of (+)-biotin II, starting from readily available D-mannose is described. The crucial part of this synthesis was the development of a practical route to a novel O-benzyl protected unsaturated ester Me (benzyl 5,6,7,8-tetradeoxy-2,3-O-isopropylidene-α-D-lyxo-nona-5,7-dienofuranosid) uronate, allowing the one-step preparation of hydroxy ester Me 5,6,7,8-tetradeoxy-2,3-O-isopropylidene-α-D-lyxo-nanofuranuronate by the catalytic debenzylation and hydrogenation over palladium on carbon catalyst. This procedure requires no chromatog. purification, which makes it ideal for synthetic preparation on an industrial scale. In the experiment, the researchers used many compounds, for example, (3aS,4S,6R,6aS)-6-((R)-2,2-Dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-ol (cas: 14131-84-1Application In Synthesis of (3aS,4S,6R,6aS)-6-((R)-2,2-Dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-ol).

(3aS,4S,6R,6aS)-6-((R)-2,2-Dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-ol (cas: 14131-84-1) belongs to dioxole derivatives. Dioxoles, particularly fluorinated dioxoles, are used as co-monomers to make polymers that find use in forming protective coatings for chemical resistance. Although benzodioxole is not particularly important, many related compounds containing the methylenedioxyphenyl group are bioactive, and thus are found in pesticides and pharmaceuticals.Application In Synthesis of (3aS,4S,6R,6aS)-6-((R)-2,2-Dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-ol

Referemce:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

Activation Of 1,3-Dioxolane By A Protic Ionic Liquid In Aqueous Media: A Green Strategy For The Selective Hydrolytic Cleavage Of Acetals and Ketals was written by Majumdar, Swapan;Chakraborty, Mithun;Maiti, Dilip K.;Chowdhury, Sandip;Hossain, Jewel. And the article was included in RSC Advances in 2014.Formula: C8H14O2 This article mentions the following:

A convenient method for the deprotection of acetals and ketals was achieved using an imidazolium based protic ionic liquid as a catalyst in aqueous medium via the dual activation of dioxolane. The protocol is highly efficient towards the deprotection of acyclic and cyclic acetals, ketals, benzylidene acetals and tetrahydropyranyl (THP) ethers, giving excellent yields. Functional groups such as tert-Bu ester, tert-Bu di-Me silyl (TBDMS), N-tert-butyloxycarbonyl (N-Boc), and double bond, mesyl, nitro, and glycosidic linkage were tolerated under the benign reaction conditions. Selective deprotection of the 5,6-isopropylidene moiety in 1,2:5,6-di-O-isopropylidene hexose and 3,5-cyclohexylidene moiety in pentose derivatives proceeded smoothly without affecting the 1,2-protected group. The attractive features of this new protocol are the use of mild reaction conditions, tolerance of a wide range of functional groups, use of relatively non-toxic solvent systems and recyclability of the ionic liquid catalyst. In the experiment, the researchers used many compounds, for example, 1,4-Dioxaspiro[4.5]decane (cas: 177-10-6Formula: C8H14O2).

1,4-Dioxaspiro[4.5]decane (cas: 177-10-6) belongs to dioxole derivatives. Dioxoles, particularly fluorinated dioxoles, are used as co-monomers to make polymers that find use in forming protective coatings for chemical resistance. Dioxole functionalized metal-organic frameworks have also been recently reported.Formula: C8H14O2

Referemce:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem