Category: ethers-buliding-blocks

Li, Li-dong published the artcileStudy of ¹⁷O-NMR chemical shifts of substituted methylphenylether, SDS of cas: 2944-47-0, the publication is Bopuxue Zazhi (2002), 19(3), 289-292, database is CAplus.

This paper provides a equation: δ_cal = δ₀ + Δo + Δm + Δp for calculation of ¹⁷0 chem. shifts of substituted methylphenylethers. 20 Substituent parameters are gained by linear least square regression anal. The calculated results are checked regressively by 101 ¹⁷O-NMR chem. shifts of 78 substituted methylphenylethers. The confidence limit is 99.5% and calculating errors for about 90% of the compounds are less than 5 ppm (with relative errors of 0.5%).

Bopuxue Zazhi published new progress about 2944-47-0. 2944-47-0 belongs to ethers-buliding-blocks, auxiliary class Benzene,Ether, name is 2-Isopropylanisole, and the molecular formula is C10H14O, SDS of cas: 2944-47-0.

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

Yan, Xiao-Biao published the artcileNi-catalyzed hydroalkylation of olefins with N-sulfonyl amines, Formula: C8H11NO, the publication is Nature Communications (2021), 12(1), 5881, database is CAplus and MEDLINE.

Herein, a reliable method for accessing α-branched amines RNHCH(R¹)(CH₂)₂R² (R = (4-methylphenyl)sulfonyl, (2,4,6-trimethylphenyl)sulfonyl; R¹ = Ph, 4-morpholinophenyl, furan-2-yl, etc.; R² = Ph, 3-fluorophenyl, 9H-fluoren-2-yl, etc.) via nickel-catalyzed hydroalkylation reactions was reported. Specifically, by using bis(cyclooctadiene)nickel (Ni(cod)₂) together with a phosphine ligand, a formal C(sp³)-H bond insertion reaction between olefins CH₂=CHR² and N-sulfonyl amines RNHCH₂R¹ without the need for an external hydride source was achieved. The amine not only provides the alkyl motif but also delivers hydride to the olefin by means of a nickel-engaged β-hydride elimination/reductive elimination process. This method provides a platform for constructing chiral α-branched amines (R/S)-RNHCH(R¹)CH₂CH₂R² by using a P-chiral ligand, demonstrating its potential utility in organic synthesis. Notably, a sulfonamidyl boronate complex formed in situ under basic conditions promotes ring-opening of the azanickellacycle reaction intermediate, leading to a significant improvement of the catalytic efficiency.

Nature Communications published new progress about 6850-57-3. 6850-57-3 belongs to ethers-buliding-blocks, auxiliary class Amine,Benzene,Ether, name is (2-Methoxyphenyl)methanamine, and the molecular formula is C19H15NO3, Formula: C8H11NO.

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

Sun, Xiaobo published the artcileSynthesis and characterization of poly(1,4-phenylenevinylene) derivatives containing liquid crystalline oxadiazole groups, COA of Formula: C15H24O2, the publication is Journal of Applied Polymer Science (2004), 91(1), 396-403, database is CAplus.

Two novel poly(1,4-phenylenevinylene) (PPV) derivatives containing liquid crystalline oxadiazole side chains were prepared by a dehydrochlorination process. The homopolymer poly[2-methoxy-5-((2-methoxy-phenyl)-5-hexyloxy-phenyloxy-1,3,4-oxadiazole)-1,4-phenylenevinylene] (HO-PE₆) is insoluble in common solvents, whereas the copolymer poly[2-methoxy-5-((2-methoxy-phenyl)-5-hexyloxy-phenyloxy-1,3,4-oxadiazole)-(2-methoxy-5-(2′-ethylhexyloxy))-1,4-phenylenevinylene] (CO-PE₆) is soluble in common solvents such as chloroform, THF, and p-xylene. The mol. structure of CO-PE₆ was confirmed by FTIR, ¹H-NMR, UV-vis spectroscopy, and polarized light microscopy. CO-PE₆ showed a maximum emission at 556 nm in chloroform and at 564 nm in solid film, when excited at 450 nm. The maximum electroluminescence emission of the device indium-tin oxide (ITO)CO-PE₆/Al is at 555 nm. The turn-on voltage of LEDs based on CO-PE₆ and MEH-PPV is 6.5 and 8.5 V, resp. The electron mobility of CO-PE₆ is higher than that of MEH-PPV based on the results of current-voltage and electrochem. behavior of both MEH-PPV and CO-PE₆.

Journal of Applied Polymer Science 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 Al2H32O28S3, COA of Formula: C15H24O2.

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

Shao, Ailong published the artcileElectrochemical Intramolecular C-H/O-H Cross-Coupling of 2-Arylbenzoic Acids, COA of Formula: C8H11BO3, the publication is Chinese Journal of Chemistry (2018), 36(7), 619-624, database is CAplus.

A synthetic protocol to lactones, e.g. I, by electro-oxidative induced C-H activation of 2-arylbenzoic acids was developed using aqueous Na₂SO₄ as a cheap and green supporting electrolyte in 30%-90% yields. This reaction could be conducted on a gram scale with a good efficiency as well as showed high utility for natural product synthesis like Sabilactone.

Chinese Journal of Chemistry published new progress about 725251-81-0. 725251-81-0 belongs to ethers-buliding-blocks, auxiliary class Boronic acid and ester,Benzene,Ether,Boronic Acids,Boronic acid and ester, name is (3-Methoxy-5-methylphenyl)boronic acid, and the molecular formula is C7H5ClN2S, COA of Formula: C8H11BO3.

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

Liu, Zhen Gang published the artcileZrCl₄/Hantzsch 1,4-dihydropyridine as a new and efficient reagent combination for the direct reductive amination of aldehydes and ketones with weakly basic amines, Application of N-(4-Methoxybenzyl)pyridin-2-amine, the publication is Chinese Chemical Letters (2007), 18(4), 458-460, database is CAplus.

ZrCl₄/Hantzsch 1,4-dihydropyridine is a mild and highly efficient reagent combination for the direct reductive amination. Weakly basic amines such as anilines substituted by electron-withdrawing group and heteroaromatic amines can be reductively alkylated with electron rich aldehydes and ketones under mild conditions to form the secondary amines in excellent yields.

Chinese Chemical Letters 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, Application of N-(4-Methoxybenzyl)pyridin-2-amine.

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

Timofeeva, Maria N. published the artcileA layered titanosilicate AM-4 as a novel catalyst for the synthesis of 1-methoxy-2-propanole from propylene oxide and methanol, Related Products of ethers-buliding-blocks, the publication is Applied Catalysis, A: General (2019), 117240pp., database is CAplus.

In this paper we report for the first time the catalytic properties of the titanosilicate AM-4 in the synthesis of 1-methoxy-2-propanol (PGME) from methanol and propylene oxide (PO). PGME is widely used as a pollution-free solvent and intermediate in the synthesis of propylene glycol Me ether acetate, the herbicide metolachlor and in other industrial applications. We found that the catalytic properties of AM-4 could be adjusted by treatment with 0.0625-0.25 M HNO₃. Increasing the concentration of HNO₃ led to a decrease in basicity, which played a critical role in the reaction rate and the selectivity toward PGME. The yield of PGME decreased with increased acid concentration The maximum conversion of PO (88.4%) and the selectivity toward PGME (92.3%) were found to be in the presence of AM-4 at 110 °C and 8 mol/mol MeOH/PO. Our results suggest that titanosilicate AM-4 has great potential for application in basic catalysis.

Applied Catalysis, A: General published new progress about 1589-47-5. 1589-47-5 belongs to ethers-buliding-blocks, auxiliary class Aliphatic hydrocarbon chain,Alcohol,Ether, name is 2-Methoxypropan-1-ol, and the molecular formula is C16H20N2, Related Products of ethers-buliding-blocks.

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

Sekiguchi, Haruka published the artcileStructure-activity relationship study of cyclic pentapeptide ligands for atypical chemokine receptor 3 (ACKR3), Related Products of ethers-buliding-blocks, the publication is Journal of Medicinal Chemistry (2018), 61(8), 3745-3751, database is CAplus and MEDLINE.

The atypical chemokine receptor 3 (ACKR3)/CXC chemokine receptor 7 (CXCR7) recognizes stromal cell-derived factor 1 (SDF-1)/CXCL12 and is involved in a number of physiol. and pathol. processes. Here, we investigated the SAR of the component amino acids in an ACKR3-selective ligand, FC313 [cyclo(-D-Tyr-L-Arg-L-MeArg-L-Nal(2)-L-Pro-)], for the development of highly active ACKR3 ligands. Notably, modification at the L-Pro position with a bulky hydrophobic side chain led to improved bioactivity toward ACKR3.

Journal of Medicinal Chemistry published new progress about 77128-73-5. 77128-73-5 belongs to ethers-buliding-blocks, auxiliary class Inhibitor, name is (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)(methyl)amino)-3-phenylpropanoic acid, and the molecular formula is C22H18O2, Related Products of ethers-buliding-blocks.

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

Ohmura, Toshimichi published the artcileIridium-Catalyzed C(sp³)-H Addition of Methyl Ethers across Intramolecular Carbon-Carbon Double Bonds Giving 2,3-Dihydrobenzofurans, Recommanded Product: 2-Isopropylanisole, the publication is Advanced Synthesis & Catalysis (2019), 361(19), 4448-4453, database is CAplus.

Intramol. addition of an O-Me C(sp³)-H bond across a carbon-carbon double bond occurs in the iridium-catalyzed reaction of Me 2-(propen-2-yl)phenyl ethers 2-MeC(=CH₂)-4-R-3-R¹-2-R²C₆HOMe (R = H, Me, Cl, t-Bu; R¹ = H, Me, MeO, CF₃; R² = H, Me, Ph, t-Bu, Br; R¹R² = CH=CH-CH=CH). The Ir/(S)-DTBM-SEGPHOS catalyst promotes the reaction efficiently in toluene at 110-135 °C to afford 3,3-dimethyl-2,3-dihydrobenzofurans I. Enantioselective C(sp³)-H addition is achieved in the reaction of Me 2-(1-siloxyethenyl)phenyl ethers 2-TBSOC(=CH₂)-4-R³-3-R⁴-2-R⁵C₆HOMe (R³ = H, Cl, t-Bu; R⁴ = H, MeO; R⁵ = H, Me, MeO, t-Bu, Cl; R⁴R⁵ = CH=CH-CH=CH), affording enantioenriched 3-hydroxy-2,3-dihydrobenzofuran derivatives II with up to 96% ee.

Advanced Synthesis & Catalysis published new progress about 2944-47-0. 2944-47-0 belongs to ethers-buliding-blocks, auxiliary class Benzene,Ether, name is 2-Isopropylanisole, and the molecular formula is C10H14O, Recommanded Product: 2-Isopropylanisole.

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

Sunagawa, Genshun published the artcileDecomposition of benzylamine derivatives. II, SDS of cas: 52818-63-0, the publication is Yakugaku Zasshi (1952), 1570-4, database is CAplus.

cf. C.A. 46, 11210c. 2-Aminopyrimidine (I) (15 g.), 8.7 g. HCO₂H, and 18.4 g. BzH, heated 21 hrs. at 150-60°, cooled, extracted with 80 ml. dilute HCl, the aqueous layer washed with Et₂O, adjusted to pH 7-8, and the precipitate recrystallized from alc. give 18.5 g. 2-benzylaminopyrimidine (II), m. 82.5-3.5°; similarly are prepared the 2-(p-chlorobenzylamino)- (III), m. 127-8°, and 2-(p-nitrobenzylamino)pyrimidine (IV), m. 153-4°. Heating 10 g. p-MeOC₆H₄CHO, 9 g. 2-formamidopyrimidine, and 10 ml. (CH₂OH)₂ 8 hrs. at 170-80° and extracting the product as in the preparation of II gives 14.9 g. 2-(p-methoxybenzylamino)pyrimidine (V), m. 108-9°; 2-(p-MeOC₆H₄CH₂NH)C₅H₄N (VI) m. 124°; 33.2 g. PhNH₂, 10.5 g. NaHCO₃, and 10 ml. water heated with 15.7 g. p-MeOC₆H₄CH₂Cl, cooled, and the product extracted with Et₂O, washed with saturated NaCl solution, and distilled gave 16.6 g. p-MeOC₆H₄CH₂NHPh (VII), b_2.5 170-7°, m. 64-5° (from alc.); reaction of NaNH₂ and II, and treatment of the Na salt with Me₂NCH₂CH₂Cl gave p-RC₆H₄CH₂NR’R” [(VIII), R = H, R’ = 2-pyrimidyl (IX), R” = Me₂NCH₂CH₂ (X)] (XI), b₁₀ 180-4° (HCl salt, m. 204-5°); similarly, III gives VIII (R = Cl, R’ = IX, R” = X) (XII), b₃ 185-90° (HCl salt, m. 163-4°). Treating 22.5 g. anisaldoxime in 94% alc. and 170 ml. water with 60 g. Zn powder and 160 ml. 50% AcOH dropwise, heating 3 hrs. at 30-40°, cooling, alkalinizing and steam-distilling gave 20 g. p-MeOC₆H₄CH₂NH₂.HCl (XIII), m. 230-1°; heating 7.8 g. XI and 3.1 g. Me₂NCH₂CH₂Cl 1 hr. at 100°, alkalinizing, extracting with Et₂O, and distilling gave 2.2 g. (VIII, R = MeO, R’ = H, R” = X), b₁₇ 173-5° (HCl salt, m. 192-3°). Heating II, XI.HCl, and XIII, resp. with 10% HCl 5 hrs. gave unchanged raw materials; 10 g. VI yielded 0.7 g. 2-H₂NC₆H₄N (XIV), m. 57°, and 0.9 g. (p-MeOC₆H₄)₂CH₂ (XV), m. 52° (test for the presence of HCHO was pos.); 10 g. V gave 0.05 g. XV and 1.2 g. XIV; 10 g. VII gave 0.1 g. XV, HCHO, and 0.7 g. PhNH₂, b₁₀ 66° (benzoylated to 1.3 g. C₁₃H₁₁ON, m. 161°).

Yakugaku Zasshi 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 C11H22N2O4, SDS of cas: 52818-63-0.

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

Hamby, Taylor B. published the artcileControlling Ni redox states by dynamic ligand exchange for electroreductive C(sp³)-C(sp²) coupling, Category: ethers-buliding-blocks, the publication is Science (Washington, DC, United States) (2022), 376(6591), 410-416, database is CAplus and MEDLINE.

Cross-electrophile coupling (XEC) reactions of aryl and alkyl electrophiles are appealing but limited to specific substrate classes. Here, electroreductive XEC of previously incompatible electrophiles including tertiary alkyl bromides, aryl chlorides, and aryl/vinyl triflates are reported. The reactions rely on the merger of an electrochem. active complex that selectively reacts with alkyl bromides through 1e^– processes and an electrochem. inactive Ni⁰(phosphine) complex that selectively reacts with aryl electrophiles through 2e^– processes. Accessing Ni⁰(phosphine) intermediates is critical to the strategy but is often challenging. Here, a previously unknown pathway for electrochem. generating these key complexes at mild potentials through a choreographed series of ligand-exchange reactions has been uncovered. The mild methodol. is applied to the alkylation of a range of substrates including natural products and pharmaceuticals.

Science (Washington, DC, United States) published new progress about 93-04-9. 93-04-9 belongs to ethers-buliding-blocks, auxiliary class Naphthalene,Ether, name is 2-Methoxynaphthalene, and the molecular formula is C11H10O, Category: ethers-buliding-blocks.

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