Lee, Chang-Soo’s team published research in Colloids and Surfaces, B: Biointerfaces in 91 | CAS: 146370-51-6

Colloids and Surfaces, B: Biointerfaces published new progress about 146370-51-6. 146370-51-6 belongs to ethers-buliding-blocks, auxiliary class Benzene,Ether, name is 1-((2-Ethylhexyl)oxy)-4-methoxybenzene, and the molecular formula is C15H24O2, Name: 1-((2-Ethylhexyl)oxy)-4-methoxybenzene.

Lee, Chang-Soo published the artcileA novel fluorescent nanoparticle composed of fluorene copolymer core and silica shell with enhanced photostability, Name: 1-((2-Ethylhexyl)oxy)-4-methoxybenzene, the publication is Colloids and Surfaces, B: Biointerfaces (2012), 219-225, database is CAplus and MEDLINE.

A variety of fluorescent nanoparticles have been developed for demanding applications such as optical biosensing and fluorescence imaging in live cells. Silica-based fluorescent nanoparticles offer diverse advantages for biol. applications. For example, they can be used as labeling probes due to their low toxicity, high sensitivity, resolution, and stability. In this research, a new class of highly fluorescent, efficient nanoparticles composed of a newly synthesized poly[di(2-methoxy-5-(2-ethylhexyloxy))-2,7-(9,9-dioctyl-9H-fluorene)] (PDDF) core and a silica shell (designated as PDDF@SiO2) were prepared using a simple reverse micelle method, and their fluorescent properties were evaluated using methods such as single-dot photoluminescence measurements. The enhanced photostability of the particles and their potential applications for bioanal. are discussed in this article. The morphol., size, and fluorescent properties for prepared PDDF@SiO2 nanoparticles were characterized using transmission electron microscopy (TEM), SEM (SEM) and photoluminescence spectroscopy. The prepared particles size, which was approx. 60 nm, resulted in an excellent colloidal stability in a physiol. environment. The photobleaching dynamics, total numbers of emitted photons (TNEP) and statistical measurements of individual nanoparticles were observed using laser scanning fluorescence microscopy to assess the structure and photostability of PDDF@SiO2 nanoparticles. Addnl., PDDF@SiO2 nanoparticles were used in cell toxicity and permeation tests for biol. analyses, demonstrating a great potential for use as powerful, novel materials within the emerging fields of biosensing and biomedical engineering.

Colloids and Surfaces, B: Biointerfaces published new progress about 146370-51-6. 146370-51-6 belongs to ethers-buliding-blocks, auxiliary class Benzene,Ether, name is 1-((2-Ethylhexyl)oxy)-4-methoxybenzene, and the molecular formula is C15H24O2, Name: 1-((2-Ethylhexyl)oxy)-4-methoxybenzene.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Shih, Kuo Sheng’s team published research in ACS Photonics in 2 | CAS: 146370-51-6

ACS Photonics published new progress about 146370-51-6. 146370-51-6 belongs to ethers-buliding-blocks, auxiliary class Benzene,Ether, name is 1-((2-Ethylhexyl)oxy)-4-methoxybenzene, and the molecular formula is C19H14FN3O3S, COA of Formula: C15H24O2.

Shih, Kuo Sheng published the artcilePhotoluminescence of MEH-PPV Brushes, Pancakes, and Free Molecules in Solutions and Dry States, COA of Formula: C15H24O2, the publication is ACS Photonics (2015), 2(1), 33-42, database is CAplus.

Photoluminescence (PL) of a conjugated polymer MEH-PPV, poly[2-methoxy-5-(2′-ethylhexyloxy)-1,4-phenylenevinylene], grafted on a silicon wafer with controlled tether spacing was studied to reveal the effects of mol. conformation, chain packing, and mech. stress. In the solvent-swollen state, the PL of the densely grafted polymer (denoted “brushes”) was blue-shifted substantially relative to the lightly grafted (denoted “pancakes”) and free polymers. As solvent evaporated, while for the brushes the changes in PL were insignificant, the PL spectra of the pancakes underwent large blue shifts and exhibited significant efficiency enhancements up to ∼175-fold. The solvent evaporation effects were attributed to mol. deformations resulting from coil contraction on the substrate, which gave rise to conjugation-disruptive kinks (blue shift) and segmental stretching (PL enhancement) in the dried mols. Moreover, heterojunctional quenching was found significantly suppressed by the mech. stresses. Similar behavior was observed in dried free single mols. These results unveil the fundamental role of mech. stresses, not only indirectly through their influence on mol. conformations, but directly via alterations of the excitonic behavior.

ACS Photonics published new progress about 146370-51-6. 146370-51-6 belongs to ethers-buliding-blocks, auxiliary class Benzene,Ether, name is 1-((2-Ethylhexyl)oxy)-4-methoxybenzene, and the molecular formula is C19H14FN3O3S, COA of Formula: C15H24O2.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Roviello, Antonio’s team published research in Journal of Polymer Science, Part A: Polymer Chemistry in 47 | CAS: 146370-51-6

Journal of Polymer Science, Part A: Polymer Chemistry published new progress about 146370-51-6. 146370-51-6 belongs to ethers-buliding-blocks, auxiliary class Benzene,Ether, name is 1-((2-Ethylhexyl)oxy)-4-methoxybenzene, and the molecular formula is C15H24O2, Safety of 1-((2-Ethylhexyl)oxy)-4-methoxybenzene.

Roviello, Antonio published the artcileHigh quantum yield photoluminescence of new polyamides containing oligo-PPV amino derivatives and related oligomers, Safety of 1-((2-Ethylhexyl)oxy)-4-methoxybenzene, the publication is Journal of Polymer Science, Part A: Polymer Chemistry (2009), 47(10), 2677-2689, database is CAplus.

The synthesis and the chem. phys. characterization of new photoluminescent (PL) chromophores and polymers are reported. Chromophores (oligo-PPV sym. derivatives ending with amino groups) are strong blue emitters with a PL quantum yield of ∼70% in dioxane solution They have been used to prepare polyamides by reaction with aliphatic acyl dichlorides in which emitting and non emitting units are alternated. PL properties of the synthesized polyamides have been evaluated in solution and reveal a strong blue emission (PL quantum yield ∼60%), to increase the solubility of these systems, oligomers have been purposely prepared and then characterized. They show a peculiar white emission when excited in DMF solution; to get insight into this interesting behavior, asym. monoacetylated chromophores have been prepared as model compounds for the chromophoric end groups of the polyamide chains. The emission spectra of these compounds reveal a broad excimeric yellow emission which is responsible, along with the blue emission of the inner chromophoric units, of the overall white emission of the oligomers. © 2009 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 47: 2677-2689, 2009.

Journal of Polymer Science, Part A: Polymer Chemistry published new progress about 146370-51-6. 146370-51-6 belongs to ethers-buliding-blocks, auxiliary class Benzene,Ether, name is 1-((2-Ethylhexyl)oxy)-4-methoxybenzene, and the molecular formula is C15H24O2, Safety of 1-((2-Ethylhexyl)oxy)-4-methoxybenzene.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Brunel-Capelle, Genevieve’s team published research in Comptes Rendus des Seances de l’Academie des Sciences, Serie D: Sciences Naturelles in 268 | CAS: 14807-75-1

Comptes Rendus des Seances de l’Academie des Sciences, Serie D: Sciences Naturelles published new progress about 14807-75-1. 14807-75-1 belongs to ethers-buliding-blocks, auxiliary class Salt,Thiourea,Amine,Aliphatic hydrocarbon chain, name is Formamidine disulfide dihydrochloride, and the molecular formula is C2H8Cl2N4S2, HPLC of Formula: 14807-75-1.

Brunel-Capelle, Genevieve published the artcileGrowth of Penicillium roqueforti on inorganic nitrogen or organic media in the presence of formamidine disulfide, a urease inhibitor, HPLC of Formula: 14807-75-1, the publication is Comptes Rendus des Seances de l’Academie des Sciences, Serie D: Sciences Naturelles (1969), 268(12), 1600-3, database is CAplus.

Formamidine disulfide dihydrochloride (I) (10-4M) caused 75 or 39% inhibition of P. roqueforti growth after 54 hrs. with NO3- or arginine, resp., as N source. I invariably decreased the arginase activity in cultures grown on NO3-, but it had variable effects (depending on the age of the cultures) when the fungus was grown on arginine. For growth on arginine, the growth inhibition may be due to the blockade of urease, a SH enzyme which intervenes in the enzymic sequence of utilization of the guanidic N of the substrate. For growth on NO3-, a mechanism of the same type may be involved; I may intervene at the level of the SH involved in the binding of NADH to the enzyme responsible for reduction of NO3- to NO2-.

Comptes Rendus des Seances de l’Academie des Sciences, Serie D: Sciences Naturelles published new progress about 14807-75-1. 14807-75-1 belongs to ethers-buliding-blocks, auxiliary class Salt,Thiourea,Amine,Aliphatic hydrocarbon chain, name is Formamidine disulfide dihydrochloride, and the molecular formula is C2H8Cl2N4S2, HPLC of Formula: 14807-75-1.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Hlouskova, Zuzana’s team published research in ARKIVOC (Gainesville, FL, United States) in | CAS: 596819-12-4

ARKIVOC (Gainesville, FL, United States) published new progress about 596819-12-4. 596819-12-4 belongs to ethers-buliding-blocks, auxiliary class Thiophene,Boronic acid and ester,Ether,Boronate Esters,Boronic acid and ester, name is 2-(5-Methoxythiophen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, and the molecular formula is C11H17BO3S, Computed Properties of 596819-12-4.

Hlouskova, Zuzana published the artcileSynthesis and properties of push-pull imidazole derivatives with application as photoredox catalysts, Computed Properties of 596819-12-4, the publication is ARKIVOC (Gainesville, FL, United States) (2017), 330-342, database is CAplus.

Two new push-pull mols. with imidazole-4,5-dicarbonitrile acceptor, thiophene and 2-methoxythiophene donors with potential use in photoredox catalysis were designed and prepared The synthesis started from com. available imidazole-4,5-dicarbonitrile and its bromination and N-methylation. Subsequent Suzuki-Miyaura cross-coupling with (5-methoxy)thiophene-derived boronic acids afforded target push-pull derivatives Beside common anal. methods, the mol. structure of 5-methoxythiophen-2-yl derivative has also been verified by X-ray anal. DSC analyses showed remarkable thermal stabilities of both target derivatives with Tm and TD values above 150 and 270°C, resp. Fundamental properties and extent of the intramol. charge-transfer were further studied by UV-VIS absorption spectra and DFT calculations Fundamental photoredox properties of target imidazole derivatives were elucidated. Both push-pull mols. were preliminary tested as photoredox catalysts in cross-dehydrogenative coupling reaction between tetrahydroisoquinoline and nitromethane and the results were compared with those obtained by pyrazine-2,3-dicarbonitrile-derived catalyst.

ARKIVOC (Gainesville, FL, United States) published new progress about 596819-12-4. 596819-12-4 belongs to ethers-buliding-blocks, auxiliary class Thiophene,Boronic acid and ester,Ether,Boronate Esters,Boronic acid and ester, name is 2-(5-Methoxythiophen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, and the molecular formula is C11H17BO3S, Computed Properties of 596819-12-4.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Archibald, John L.’s team published research in Journal of Medicinal Chemistry in 17 | CAS: 52818-63-0

Journal of Medicinal Chemistry published new progress about 52818-63-0. 52818-63-0 belongs to ethers-buliding-blocks, auxiliary class Pyridine,Amine,Benzene,Ether, name is N-(4-Methoxybenzyl)pyridin-2-amine, and the molecular formula is C13H14N2O, Category: ethers-buliding-blocks.

Archibald, John L. published the artcileBenzamidopiperidines. 2. Heterocyclic compounds related to indoramin, Category: ethers-buliding-blocks, the publication is Journal of Medicinal Chemistry (1974), 17(7), 736-9, database is CAplus and MEDLINE.

A series of 19 title compounds prepared from 4-benzamidopiperidine [33953-37-6] by alkylation, acylation, Mannich or Michael-type reactions, or ring closure reactions were evaluated for hypotensive activity in anesthetized normotensive rats and antihypertensive activity in conscious renal hypertensive rats. The most active hypotensive compounds were I, R = 2-hydroxy-2-pyrrol-2-ylethyl [36793-50-7] and I, R = 2-(2-quinolyl)ethyl [36793-54-1]. The most active antihypertensive compounds were I, R = 2-(4-pyridyl)ethyl [36793-45-0], I, R = 2-(2-pyridyl)ethyl [36806-71-0], I, R = 2-(3-benzo[b]thienyl)ethyl [36793-52-9], and I, R = 2-(3-benz[g]indolyl)ethyl [36806-70-9]. None of the compounds were as potent as indoramin [26844-12-2] in either test. I, R = 2-phenothiazin-10-ylethyl [52818-64-1] caused noncompetitive antagonism of histamine in an isolated guinea-pig ileum preparation Structure-activity relations were discussed.

Journal of Medicinal Chemistry published new progress about 52818-63-0. 52818-63-0 belongs to ethers-buliding-blocks, auxiliary class Pyridine,Amine,Benzene,Ether, name is N-(4-Methoxybenzyl)pyridin-2-amine, and the molecular formula is C13H14N2O, Category: ethers-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Fioravanti, Rossella’s team published research in Farmaco in 51 | CAS: 52818-63-0

Farmaco published new progress about 52818-63-0. 52818-63-0 belongs to ethers-buliding-blocks, auxiliary class Pyridine,Amine,Benzene,Ether, name is N-(4-Methoxybenzyl)pyridin-2-amine, and the molecular formula is C13H14N2O, HPLC of Formula: 52818-63-0.

Fioravanti, Rossella published the artcileSynthesis and microbiological evaluations of (N-heteroaryl)arylmethanamines and their Schiff bases, HPLC of Formula: 52818-63-0, the publication is Farmaco (1996), 51(10), 643-652, database is CAplus.

The synthesis as well as the antimicrobial and antiviral activities of new (N-heteroaryl)arylmethanamines and their Schiff bases are reported. None of the tested compounds shown activity against Herpes simplex virus type 2 and against Gram-pos. and Gram-neg. bacteria. Weak or moderate activity on poliovirus Sabin type 1, on reverse transcriptase, and against Cryptococcus neoformans was shown by some of the tested compounds Several synthesized compounds exhibited a moderate or good activity against strains of Candida albicans, whereas only some of the tested compounds were found moderately active against strains of Candida sp. Instead numerous new compounds I or II were active against isolates of plant pathogenic fungi. The obtained results are discussed on the basis of structure-activity relationships.

Farmaco published new progress about 52818-63-0. 52818-63-0 belongs to ethers-buliding-blocks, auxiliary class Pyridine,Amine,Benzene,Ether, name is N-(4-Methoxybenzyl)pyridin-2-amine, and the molecular formula is C13H14N2O, HPLC of Formula: 52818-63-0.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Anderson, Nichole’s team published research in Synthetic Communications in 38 | CAS: 146370-51-6

Synthetic Communications published new progress about 146370-51-6. 146370-51-6 belongs to ethers-buliding-blocks, auxiliary class Benzene,Ether, name is 1-((2-Ethylhexyl)oxy)-4-methoxybenzene, and the molecular formula is C15H24O2, Category: ethers-buliding-blocks.

Anderson, Nichole published the artcileProcedure for the rapid synthesis of the monomer 1,4-bis(chloromethyl)-2-(2-ethylhexyloxy)-5-methoxybenzene, Category: ethers-buliding-blocks, the publication is Synthetic Communications (2008), 38(22), 3903-3908, database is CAplus.

The alkylation of 4-methoxyphenol with 2-ethylhexyl bromide was accelerated by using potassium tert-butoxide in DMF. Subsequent chloromethylation occurred quickly using acetic acid as a cosolvent to give the monomer (for MEH-PPV) in 61% overall yield on a 2-mol scale.

Synthetic Communications published new progress about 146370-51-6. 146370-51-6 belongs to ethers-buliding-blocks, auxiliary class Benzene,Ether, name is 1-((2-Ethylhexyl)oxy)-4-methoxybenzene, and the molecular formula is C15H24O2, Category: ethers-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Leitch, Leonard C.’s team published research in Canadian Journal of Research, Section B: Chemical Sciences in 23B | CAS: 14807-75-1

Canadian Journal of Research, Section B: Chemical Sciences published new progress about 14807-75-1. 14807-75-1 belongs to ethers-buliding-blocks, auxiliary class Salt,Thiourea,Amine,Aliphatic hydrocarbon chain, name is Formamidine disulfide dihydrochloride, and the molecular formula is C2H8Cl2N4S2, Safety of Formamidine disulfide dihydrochloride.

Leitch, Leonard C. published the artcileSynthesis of sulfanilylthiourea and related compounds, Safety of Formamidine disulfide dihydrochloride, the publication is Canadian Journal of Research, Section B: Chemical Sciences (1945), 139-57, database is CAplus.

Sulfanilylthiourea (I) was prepared for investigation of its chemotherapeutic properties (1) by reaction of acetylsulfanilylcyanamide (II) with H2S or (NH4)2S (III) followed by deacetylation, and (2) from III and sulfanilylcyanamide (IV). A review of previous preparations of I is given. To a solution of Ca cyanamide (V) (220 g.) in H2O (1300 mL.), stirred 3 h. at room temperature, was added p-AcNHC6H4SO2Cl (VI) (200 g.) in portions for over 50 min. at 25-30°. After stirring 2 h. longer, the solution was brought to a boil, filtered, and CaCl2.2H2O (220 g.) dissolved in the filtrate. On cooling and standing 79% (176 g.) of Ca acetylsulfanilylcyanamide (VII) was obtained. Deacetylation of VII gave 90% of IV, m. 292-5° (decomposition). VII heated to 100° with 6 N HCl, cooled, and neutralized with NH4OH gave sulfanilylurea (VIII) as a gum which on purification gave VIII hydrate (IX), m. 121-4°; VIII, obtained by heating IX at 100°, m. 143-7°. VII (13 g.) heated 15 h. at 95-100° with 20% III solution (33 mL.) gave 70.5% crude acetylsulfanilylthiourea (X) which after purification m. 197.5-8° (decomposition). At 160° III and VII gave acetylsulfanilamide. X (0.1 mol) added to NaOH (0.1 mol) in H2O (200 mL.), warmed until solution was complete, decolorized, and treated with NaCl (30 g.), gave Na acetylsulfanilylthiourea (XI), m. 234.5-5°. XI (0.1 mol), 1,2-dichloroethyl acetate (0.1 mol), NaOAc.3H2O (0.12 mol), and H2O (100 mL.) heated to 90° for 1 h. and cooled gave 79% of acetylsulfathiazole (XII), m. 258-60°. Deacetylation of XII with NaOH gave 74.5% of sulfathiazole, m. 198-200°. IV (0.101 mol) and 20% III solution (50 mL.) heated 1 h. at 160°, cooled, and adjusted to pH 3.5 gave 89.5% of I, m. 171.5-2° (decomposition). Deacetylation of X to I was effected with 10% NaOH or 7% HCl. VII reacted with aniline gave 1-(N4-acetylsulfanilyl)-3-phenylguanidine, m. 221-4° (from HOAc), which on deacetylation gave 1-sulfanilyl-3-phenylguanidine; m. 206-7° (from 75% EtOH). VII with p-nitroaniline gave 1-(N4-acetylsulfanilyl)-3-(4-nitrophenyl)guanidine (XIII), m. 254-5°, which on deacetylation gave 1-sulfanilyl-3-(4-nitrophenyl)guanidine, m. 235-6°. XIII reduced with Fe powder and dilute HOAc and deacetylated gave 1-sulfanilyl-3-(4-aminophenyl)guanidine, m. 200-1°. Anthranilic acid and VII gave 1-(N4-acetylsulfanilyl)-3-(2-carboxyphenyl)guanidine (XIV), m. 286-8°, which on deacetylation gave 1-sulfanilyl-3-(2-carboxyphenyl)guanidine, m. 265-6°. XIV Na salt m. above 300°. VII, reacted with NH4Cl at 154° for 4 h., gave acetylsulfaguanidine (XV), m. 260-2°. XV and sulfaguanidine (XVI) (from the deacetylation of XV) form a crystalline product, probably a mol. complex, m. 98-150°. XVI, m. 187°, was also prepared from IV and concentrated NH4OH at 165°. To thiourea (0.125 mol) in Me2CO (200 mL.) was added VI (0.124 mol) after which the mixture was stirred under reflux for 1 h. Filtration gave solid dithiodiformamidine-2HCl, m. 173-5°, while from the filtrate p-acetamidophenyl p-acetamidobenzenethiosulfonate (AcNHC6H4SO2SC6H4NHAc) (XVII), m. 225-7° (decomposition), crystallized Deacetylation of XVII with 20% EtOH-HCl gave p-aminophenyl p-aminobenzenethiosulfonate-HCl, m. 176-9° (decomposition). 2-Methyl-2-thiopseudourea coupled with VI gave 76% of 3-(N4-acetylsulfanilyl)-2-methyl-2-thiopseudourea (XVIII), m. 234-5°. XVIII heated with dilute HCl, was deacetylated to 3-sulfanilyl-2-methyl-2-thiopseudourea, m. 182-4°. 2-Benzyl-2-thiopseudourea-HCl, reacted with VI gave 96.5% of 3-(N4-acetylsulfanilyl)-2-benzyl-2-thiopseudourea, m. 168-9°, which was deacetylated with EtOH-HCl to 3-sulfanilyl-2-benzyl-2-thiopseudourea, m. 144.5-5.5°. Thiourea (0.25 mol) refluxed 30 min. in ethanol (150 mL.) with ethylene bromide (0.25 mol) gave 72.3% of 1,2-bis(2-thiopseudourea hydrobromide) ethane (XIX), m. 238-40°, instead of the expected 2-(2-bromoethyl)-2-thiopseudourea hydrobromide. XIX reacted with VI gave 3-(N4-acetylsulfanilyl)-2-(2-hydroxyethyl)-2-thiopseudourea, m. 236-8°, which was deacetylated with EtOH-HCl to 3-sulfanilyl-2-(2-hydroxyethyl)-2-thiopseudourea, m. 171-3°. Acyl pseudothioureas coupled with VI gave only XVII.

Canadian Journal of Research, Section B: Chemical Sciences published new progress about 14807-75-1. 14807-75-1 belongs to ethers-buliding-blocks, auxiliary class Salt,Thiourea,Amine,Aliphatic hydrocarbon chain, name is Formamidine disulfide dihydrochloride, and the molecular formula is C2H8Cl2N4S2, Safety of Formamidine disulfide dihydrochloride.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Di Pietro, Sebastiano’s team published research in Molecules in 2019 | CAS: 143-24-8

Molecules published new progress about [Li(G3)]TFSI; [Li(G4)]TFSI; carbasugars; solvate ionic liquids (SILs); α-gluco 1,2-epoxide. 143-24-8 belongs to class ethers-buliding-blocks, name is 2,5,8,11,14-Pentaoxapentadecane, and the molecular formula is C10H22O5, Application of 2,5,8,11,14-Pentaoxapentadecane.

Di Pietro, Sebastiano published the artcileRemarkable effect of [Li(G4)]TFSI solvate ionic liquid (SIL) on the regio- and stereoselective ring opening of α-gluco carbasugar 1,2-epoxides, Application of 2,5,8,11,14-Pentaoxapentadecane, the main research area is [Li(G3)]TFSI; [Li(G4)]TFSI; carbasugars; solvate ionic liquids (SILs); α-gluco 1,2-epoxide.

Carba analogs of biol. relevant natural carbohydrates are promising structures for the development of future drugs endowed with enhanced hydrolytic stability. An open synthetic challenge in this field is the optimization of new methodologies for the stereo- and regioselective opening of α-gluco carbasugar 1,2-epoxides that allow for the preparation of pseudo mono- and disaccharides of great interest. Therefore, we investigated the effect of Lewis acids and solvate ionic liquids (SILs) on the epoxide ring opening of a model substrate. Of particular interest was the complete stereo- and regioselectivity, albeit limited to simple nucleophiles, toward the desired C(1) isomer that was observed using LiClO4. The results obtained with SILs were also remarkable. In particular, Li[NTf2]/tetraglyme ([Li(G4)]TFSI) was able to function as a Lewis acid and to direct the attack of the nucleophile preferentially at the pseudo anomeric position, even with a more complex and synthetically interesting nucleophile. The regioselectivity observed for LiClO4 and [Li(G4)]TFSI was tentatively ascribed to the formation of a bidentate chelating system, which changed the conformational equilibrium and ultimately permitted a trans-diaxial attack on C(1). To the best of our knowledge, we report here the first case in which SILs were successfully employed in a ring-opening process of epoxides.

Molecules published new progress about [Li(G3)]TFSI; [Li(G4)]TFSI; carbasugars; solvate ionic liquids (SILs); α-gluco 1,2-epoxide. 143-24-8 belongs to class ethers-buliding-blocks, name is 2,5,8,11,14-Pentaoxapentadecane, and the molecular formula is C10H22O5, Application of 2,5,8,11,14-Pentaoxapentadecane.

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem