Month: February 2023

Concise formation of spirocyclic compounds for marine phycotoxins was written by Ishihara, Jun;Tojo, Shingo;Makino, Takuya;Sekiya, Hiroshi;Tanabe, Akiko;Shiraishi, Mitsutaka;Murai, Akio;Hatakeyama, Susumi. And the article was included in Heterocycles in 2017.Recommanded Product: 15186-48-8 This article mentions the following:

The stereoselective construction of azaspiro[5.6]dodecenone skeletons, e.g. I by the chiral BOX/copper-mediated Diels-Alder reaction was described. The cycloaddition reaction of α-methylene caprolactams and functionalized dienes allowed the concise formation of spirocyclic structures of marine phycotoxins, such as pinnatoxin and spirolide. In the experiment, the researchers used many compounds, for example, (R)-2,2-Dimethyl-1,3-dioxolane-4-carbaldehyde (cas: 15186-48-8Recommanded Product: 15186-48-8).

(R)-2,2-Dimethyl-1,3-dioxolane-4-carbaldehyde (cas: 15186-48-8) 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.Recommanded Product: 15186-48-8

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

Facile CO₂ Cycloaddition to Epoxides by Using a Tetracarbonyl Metal Selenotungstate Derivate [{Mn(CO)₃}₄(Se₂W₁₁O₄₃)]^8- was written by Lu, Jingkun;Ma, Xinyi;Singh, Vikram;Zhang, Yujiao;Wang, Ping;Feng, Junwei;Ma, Pengtao;Niu, Jingyang;Wang, Jingping. And the article was included in Inorganic Chemistry in 2018.Quality Control of (2-Oxo-1,3-dioxolan-4-yl)methyl methacrylate This article mentions the following:

A novel polyoxometalate cluster, i.e., Na_1.5H_4.5[(CH₃)₄N]₂{[Mn(CO)₃]₄(Se₂W₁₁O₄₃)}·9H₂O (1), has been successfully synthesized under moderately acidic conditions. Compound 1 contains four electron-donating {Mn(CO)₃}⁺ organometallic entities, which are grafted over an unprecedented heteropolytungstate electron-acceptor group. Compound 1 was further structurally characterized by various physicochem. techniques like elemental analyses, inductively coupled plasma (ICP) analyses, IR and UV-vis spectroscopy, electrochem., and single-crystal X-ray diffraction, and so on. The polyoxoanion of 1 comprises a novel {Se₂W₁₁} fragment, which is obtained from mol. assembly of rare {SeW₃} and {SeW₈} species. Evaluation of the data from solution-state IR spectrum showed excellent agreement with the solid state IR spectrum, indicating the intact clusters in the CH₃CN/Na₂SO₄ solvent. Also, neg. electrospray ionization mass spectrometry (ESI-MS) was an alternative tool to verify the stability of 1 in the mixed solvent. Addnl., the resulting hybrid can act as a catalyst for cyclic carbonate formation from the reactants epoxides and CO₂ under modest reaction conditions in conjunction with a 1-ethyl-1-methylpyrrolidinium bromide (2). The good activity can be substantiated due to the cooperative influence of polyoxoanion and Br^– ions. Complex 1 can also be easily recycled and reused three times without obvious decrease of catalytic activity. In the experiment, the researchers used many compounds, for example, (2-Oxo-1,3-dioxolan-4-yl)methyl methacrylate (cas: 13818-44-5Quality Control 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.Quality Control of (2-Oxo-1,3-dioxolan-4-yl)methyl methacrylate

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

Carbon-coated mesoporous silica functionalized with sulfonic acid groups and its application to acetalization was written by Fang, Lin;Zhang, Kun;Chen, Lu;Wu, Peng. And the article was included in Cuihua Xuebao in 2013.Computed Properties of C8H14O2 This article mentions the following:

The inner surface of mesoporous silica SBA-15 was coated by a homogeneous polycyclic carbon layer through controlled carbonization of furfuryl alc. The composite was subsequently functionalized with sulfonic acid (-SO₃H) groups to form a strong solid acid material, with a tunable acid site d. in the range of 0.38-0.84 mmol/g by varying the thickness of the carbon layer. Structural anal. and reaction data revealed that the solid acid catalyst exhibited high reactivity towards the acetalization of aldehydes or ketones with alcs. because of the uniform carbon coating of the mesopores, high acid site d., and its mech. stability. In the experiment, the researchers used many compounds, for example, 1,4-Dioxaspiro[4.5]decane (cas: 177-10-6Computed Properties of 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.Computed Properties of C8H14O2

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

Synthetic studies on guanofosfocins – synthesis of 8-(mannopyranosyloxy)adenosine derivatives was written by Sugimura, Hideyuki;Kanamori, Hideyuki;Stansfield, Kevin. And the article was included in Tennen Yuki Kagobutsu Toronkai Koen Yoshishu in 1998.Recommanded Product: (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:

Two approaches for the synthesis of 8-(glycosyloxy)purine nucleoside, which is found in a recently isolated chitin synthase inhibitor-guanofosfocin, have been examined One contains substitution reaction of alc. with purine nucleoside bearing a leaving group at the 8 position. Through a number of model reactions using cyclohexanol as a nucleophile and 8-substituted adenosine derivatives as a substrate, we finally found that N⁶-benzoyl-8-bromoadenosine derivative (I; R = Br, R¹ = Bz, R² = 4,4′-dimethoxytrityl) reacted with sodium alkoxides derived from di-O-isopropylidene-α-D-mannoses (Q-H and Q¹-H), in DMF at room temperature to yield 8-(mannosyloxy)adenosines (I; R = Q, R¹ = Bz) and (I; R = Q¹, R¹ = Bz) and in reasonable yields. Another approach involves glycosylation reaction of 8-oxoadenosine derivatives with appropriate mannosyl donors. We found that N⁶-trityl-adenosine derivative (II) was a suitable substrate for this reaction. When 2,3,4,6-tetra-O-benzyl-α-D-mannosyl bromide was allowed to react with 8-hydroxyadenosine derivative (II) in the presence of silver carbonate in toluene at 60°C, 8-(mannosyloxy)adenosine (I; R = Q², R¹ = R² = Tr) is obtained in 79% yield. The 8-mannosyloxy products were isolated solely as α anomers, assigned by ¹J_C-H value of C-1 in the mannose moiety. 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: 14131-84-1Recommanded Product: (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.Recommanded Product: (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

Synthesis, crystal structure and catalytic activity of a Dawson-type tungstophosphate decorated by copper complexes was written by Zhu, Haotian;Li, Xiaohui;Bai, Jianping;Lu, Mingda;An, Yue;You, Wansheng. And the article was included in Yingyong Huaxue in 2015.Name: 1,4-Dioxaspiro[4.5]decane This article mentions the following:

An inorganic-organic hybrid compound [Cu(H₂biim)₂(H₂O)][{Cu(H₂biim)₂}₂(P₂W₁₈O₆₂)]·11H₂O (H₂biim = 2,2′-biimidazole) (1) was hydrothermally constructed by the reaction of Cu(II)-H₂biim complexes and Dawson-type tungstophosphate, and characterized by single-crystal x-ray diffraction, IR spectroscopy (IR), X-ray powder diffraction (XRD), elemental anal. and electrochem. anal. Structural anal. showed that the polyanion [P₂W₁₈O₆₂]^6-, as a bidentate ligand, coordinates with two Cu²⁺ ions to form a bi-Cu(II)-supporting heteropolyanion [{Cu(H₂biim)₂}₂(P₂W₁₈O₆₂)]^2-, which was surrounded by an isolated [Cu(H₂biim)₂(H₂O)]²⁺ and eleven H₂O mols. The presence of N-H···O/OW hydrogen bonds between H₂biim mols. and polyoxoanion or water mols., in company with the synergistic effect of electrostatic interactions and π-π stack, gave a crystal material with 3-dimensional framework further. Compound 1 displayed good electrocatalytic activity toward the reduction of H₂O₂ and Na₂NO₂. Meanwhile it was also a good acid-catalyst for the synthesis of cyclohexanone ethylene ketal and could be recycled. In the experiment, the researchers used many compounds, for example, 1,4-Dioxaspiro[4.5]decane (cas: 177-10-6Name: 1,4-Dioxaspiro[4.5]decane).

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.Name: 1,4-Dioxaspiro[4.5]decane

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

Synthesis and Biological Characterization of a Series of 2-Sulfonamidebenzamides as Allosteric Modulators of MrgX1 was written by Sharma, Swagat;Peng, Qi;Vadukoot, Anish K.;Aretz, Christopher D.;Jensen, Aaron A.;Wallick, Alexander I.;Dong, Xinzhong;Hopkins, Corey R.. And the article was included in ACS Medicinal Chemistry Letters in 2022.Name: 2,2-Difluorobenzo[d][1,3]dioxol-5-amine This article mentions the following:

The present study describes the continued efforts in the discovery and characterization of a series of 2-sulfonamidebenzamides e.g., 3-(Cyclopropanesulfonamido)-N-(2-ethoxyphenyl)-2-naphthamide as allosteric modulators of MrgX1. MrgX1 has been shown to be an attractive target as a nonopioid receptor for the potential treatment of chronic pain. Working from the original compound, ML382, and utilizing iterative medicinal chem., key halogen substituents that improve MrgX1 potency by ~8-fold were identified. In addition, the compounds in Tier 1 drug metabolism and pharmacokinetics assays were evaluated and the key compounds that impart improved potency and microsomal stability were identified. In the experiment, the researchers used many compounds, for example, 2,2-Difluorobenzo[d][1,3]dioxol-5-amine (cas: 1544-85-0Name: 2,2-Difluorobenzo[d][1,3]dioxol-5-amine).

2,2-Difluorobenzo[d][1,3]dioxol-5-amine (cas: 1544-85-0) 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.Name: 2,2-Difluorobenzo[d][1,3]dioxol-5-amine

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

Liquid chromatographic separation of enantiomers using a chiral β-cyclodextrin-bonded stationary phase and conventional aqueous-organic mobile phases was written by Hinze, Willie L.;Riehl, Terrence E.;Armstrong, Daniel W.;DeMond, Wade;Alak, Ala;Ward, Tim. And the article was included in Analytical Chemistry in 1985.Safety of ((4S,5S)-2,2-dimethyl-1,3-dioxolane-4,5-diyl)bis(diphenylmethanol) This article mentions the following:

A chiral stationary phase composed of chem. bonded β-cyclodextrin (β-CD) was used to sep. enantiomers of dansylsulfonamide, β-naphthamide, or β-naphthyl ester derivatives of amino acids, barbiturates, substituted phenylacetic acids, and dioxolanes. The separations are reasonably rationalized in terms of the inclusion process between the enantiomers and β-cyclodextrin and consideration of a 3-point attachment model. The effects of mobile-phase composition, temperature, and flow rate upon the observed enantiomeric selectivity and resolution were critically assessed. A brief prospectus on the usefulness of cyclodextrin chiral stationary phases in high-performance liquid chromatog. enantiomeric separations is presented. In the experiment, the researchers used many compounds, for example, ((4S,5S)-2,2-dimethyl-1,3-dioxolane-4,5-diyl)bis(diphenylmethanol) (cas: 93379-49-8Safety of ((4S,5S)-2,2-dimethyl-1,3-dioxolane-4,5-diyl)bis(diphenylmethanol)).

((4S,5S)-2,2-dimethyl-1,3-dioxolane-4,5-diyl)bis(diphenylmethanol) (cas: 93379-49-8) 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. 1,3-Benzodioxole can be synthesized from catechol with disubstituted halomethanes.Safety of ((4S,5S)-2,2-dimethyl-1,3-dioxolane-4,5-diyl)bis(diphenylmethanol)

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

Self-assembly synthesis of a high-content sulfonic acid group functionalized ordered mesoporous polymer-based solid as a stable and highly active acid catalyst was written by Wang, Wei;Zhuang, Xin;Zhao, Qingfei;Wan, Ying. And the article was included in Journal of Materials Chemistry in 2012.Application of 177-10-6 This article mentions the following:

A stable and highly active ordered mesoporous polymer-based acid catalyst has been prepared via a ethylene oxide-propylene oxide triblock copolymer surfactant templating of a formaldehyde-3-mercaptopropyltrimethoxysilane-phenol-tetraethoxysilane copolymer and oxidation of the HS to SO₃H. The composition and nanostructure are characterized by XRD, NMR, XPS, TEM, nitrogen sorption, elemental and chem. anal. The sulfonic acid groups have been anchored within the well-arranged channels of the polymer-based matrix. Even with a high SO₃H group loading (up to about 27.4 wt%) on the mesoporous polymer-based material, the ordered mesostructure and high surface area (∼400 m² g^-1) can be retained and the functional moieties are highly chem. accessible. With the large number of acid sites (0.93-2.38 H⁺ mmol g^-1 determined by acid-base titration) and the hydrophobic character, the mesoporous polymer-based solid exhibits catalytic performance in acid-catalyzed reactions such as condensation and acetalization, not only high activity (per site yield of bisphenol A is over 45 in the condensation of phenol and acetone) but also excellent stability. Loss in acidic loading and activity is negligible even after the catalyst is reused 20 times in the acetalization of butanediol and aldehyde. The stability is most likely attributed to the hydrophobic nature of the mesoporous polymer-based solids, which favors the diffusion of water and thereby inhibits the poisoning of acidic sites caused by water generating in the reaction. Moreover, with large mesopores, the diffusion of reactants and products can be promoted and hence the catalytic activity can be further increased. In the experiment, the researchers used many compounds, for example, 1,4-Dioxaspiro[4.5]decane (cas: 177-10-6Application of 177-10-6).

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.Application of 177-10-6

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

Conformationally constrained butyrophenones with mixed dopaminergic (D₂) and serotoninergic (5-HT_2A, 5-HT_2C) affinities: synthesis, pharmacology, 3D-QSAR, and molecular modeling of (aminoalkyl)benzo- and -thienocycloalkanones as putative atypical antipsychotics was written by Ravina, Enrique;Negreira, Jesus;Cid, Jose;Masaguer, Christian F.;Rosa, Elizabeth;Rivas, M. Emilia;Fontenla, Jose A.;Loza, M. Isabel;Tristan, Helena;Cadavid, M. Isabel;Sanz, Ferran;Lozoya, Estrella;Carotti, Angelo;Carrieri, Antonio. And the article was included in Journal of Medicinal Chemistry in 1999.Formula: C12H14ClFO2 This article mentions the following:

A series of novel conformationally restricted butyrophenones (2-(aminoethyl)- and 3-(aminomethyl)thieno- or benzocycloalkanones bearing (6-fluorobenzisoxazolyl)piperidine, (p-fluorobenzoyl)piperidine, (o-methoxyphenyl)piperazine, or linear butyrophenone fragments) were prepared and evaluated as atypical antipsychotic agents by in vitro assays of affinity for dopamine receptors (D₁, D₂) and serotonin receptors (5-HT_2A, 5-HT_2C) and by in vivo assays of antipsychotic potential and the risk of inducing extra pyramidal side effects. Potency and selectivity depended mainly on the amine fragment connected to the cycloalkanone structure. As a group, compounds with a benzisoxazolyl fragment had the highest 5-HT_2A activities, followed by the benzoylpiperidine derivatives; in general, α-substituted cycloalkanone derivatives were more active than the corresponding β-substituted congeners. CoMFA (comparative mol. field anal.) and docking studies showed electrostatic, steric, and lipophilic determinants of 5-HT_2A and D₂ affinities and 5-HT_2A/D₂ selectivity. The in vitro and in vivo pharmacol. profiles of N-[(4-oxo-4H-5,6-dihydrocyclopenta[b]thiophene-5-yl)ethyl]-4-(6-fluorobenzisoxazol-3-yl)piperidine (QF 0510B), N-[(4-oxo-4,5,6,7-tetrahydrobenzo[b]thiophene-5-yl)ethyl]-4-(6-fluorobenzisoxazol-3-yl)piperidine (QF 0610B), and N-[(7-oxo-4,5,6,7-tetrahydrobenzo[b]thiophene-6-yl)ethyl]-4-(6-fluorobenzisoxazol-3-yl)piperidine (QF 0902B) suggest that they may be effective antipsychotic drugs with low propensity to induce extra pyramidal side effects. In the experiment, the researchers used many compounds, for example, 2-(3-Chloropropyl)-2-(4-fluorophenyl)-1,3-dioxolane (cas: 3308-94-9Formula: C12H14ClFO2).

2-(3-Chloropropyl)-2-(4-fluorophenyl)-1,3-dioxolane (cas: 3308-94-9) 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: C12H14ClFO2

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

Synthesis of partially protected 3-deoxy-oct-2-ulosonic acid was written by Zheng, Shan-shan;Huang, Jia-sheng;Gao, Liang;Yang, Jin-song. And the article was included in Huaxue Yanjiu Yu Yingyong in 2014.Formula: C12H20O6 This article mentions the following:

α, β-Octenoate was prepared by Wittig reaction of D-mannose, then was turned to the corresponding diol cyclic sulfite. By β-elimination and in situ trapping (DBU/TMSCl) into enol silyl ether, α-oxocarboxylic acid ester was obtained. With total eight steps yielding 36.3%, the synthesis of Et 4, 5:7, 8-di-O-isopropylidene-3-deoxy-β-D-manno-2-octulopyranosonate was completed. 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: 14131-84-1Formula: C12H20O6).

(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.Formula: C12H20O6

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