Tag: M.W=150-200

Jacquesy, Rose published the artcileIsomerization and oxidation of simple ketones in superacid medium, Related Products of ethers-buliding-blocks, the publication is Bulletin de la Societe Chimique de France (1978), 255-62, database is CAplus.

Treatment of cyclohexanones having a tertiary C α or β to the CO group, e.g., carvomenthone (I, R = Me, Z = O, Z¹ = H₂), menthone(I, R = Me, Z = H₂, Z¹ = O), I (R = H, Z = H₂ Z¹ =O) with HF-SbF₅ gave the isomerization, ring contraction, or dehydrogenation derivatives, e.g., II (R¹-R⁴ = Me, Et, Me, H; H, Me, H,CHMe₂), III, IV (R⁵-R⁸ = H, CH₂CHMe₂, H, Me; Me, CHMe₂, Me, H; H, Me H, CHMe₂ via protonation of the O whereas 3-methyl- and 3,3,5-trimethylcyclohexanone did not react with the acids. However, in cyclohexenones, dehydrogenation occurred only if the product was stable, e.g., V (R⁹ = H, R¹⁰ = CHMe₂) dehydrogenated with HF-SbF₅ to give the conjugated VI whereas with V (R⁹ = R¹⁰ = Me; R⁹ = H, R¹⁰ = Et) no dehydrogenation products were obtained.

Bulletin de la Societe Chimique de France 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, Related Products of ethers-buliding-blocks.

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

Becerra-Martinez, Elvia published the artcileEquilibrating magnetic dispersion and magnet homogeneity for the high-resolution proton nuclear magnetic resonance of monosubstituted naphthalenes, Application In Synthesis of 93-04-9, the publication is Spectroscopy Letters (2022), 55(6), 424-436, database is CAplus.

Accurate chem. shift and coupling constant for 1- and 2-naphthyl derivatives were decipher by iterative full spin anal. Each of the seven magnetically nonequivalent H2-H8 atoms in 1-naphthyl derivatives, or of the H1, H3-H8 atoms in 2-naphthyl derivatives were unambiguously identified by analyzing their intra- and inter-ring coupling constants at 300 MHz and by two-dimensional homo- and heteronuclear experiments at 750 MHz. ¹³C chem. shifts were also determined during this study, from where some literature ambiguities were resolved using long-range C-H correlations at 750 MHz. The complete proton NMR parameters are herein ascribed for the first time.

Spectroscopy Letters 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, Application In Synthesis of 93-04-9.

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

Gargano, Emanuele M. published the artcileMetabolic stability optimization and metabolite identification of 2,5-thiophene amide 17β-hydroxysteroid dehydrogenase type 2 inhibitors, Name: (3-Methoxy-5-methylphenyl)boronic acid, the publication is European Journal of Medicinal Chemistry (2014), 203-219, database is CAplus and MEDLINE.

17β-HSD2 is a promising new target for the treatment of osteoporosis. In this paper, a rational strategy to overcome the metabolic liability in the 2,5-thiophene amide class of 17β-HSD2 inhibitors is described, and the biol. activity of the new inhibitors. Applying different strategies, as lowering the cLogP or modifying the structures of the mols., three compounds with strongly improved metabolic stability were obtained. For understanding biotransformation in the 2,5-thiophene amide class the main metabolic pathways of three properly selected compounds were elucidated.

European Journal of Medicinal 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 C8H11BO3, Name: (3-Methoxy-5-methylphenyl)boronic acid.

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

Luong, Tuan Minh published the artcileTotal Asymmetric Synthesis and Stereochemical Confirmation of (+)- and (-)-Lyoniresinol and Its Deuterated Analogues, Quality Control of 134-96-3, the publication is Journal of Organic Chemistry (2022), 87(6), 4254-4262, database is CAplus and MEDLINE.

Lyoniresinol and its derivatives are lignans which have been isolated from a plethora of plant species. In addition to exhibiting a range of interesting biol. activities including anticancer, anti-inflammatory, antimicrobial, and others, these compounds have also been discovered in wines and spirits and shown to have gustatory effects in these alc. matrixes. (+)-Lyoniresinol 1 is reported to impart a strong bitter taste while its enantiomer (-)-lyoniresinol 2 is tasteless. The first total asym. synthesis of both natural enantiomers (+)-1 and (-)-2 and their deuterated analogs (D₄)-(+)-3 and (D₄)-(-)-4 has been achieved, confirming the structure and stereochem. of the natural products. The synthesized compounds can be utilized as internal standards in stable isotope dilution anal. for improving and optimizing the existing lyoniresinol quantitation methods in the future.

Journal of Organic Chemistry published new progress about 134-96-3. 134-96-3 belongs to ethers-buliding-blocks, auxiliary class Immunology/Inflammation,COX,Natural product, name is 4-Hydroxy-3,5-dimethoxybenzaldehyde, and the molecular formula is C9H10O4, Quality Control of 134-96-3.

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

Trost, Barry M. published the artcileA short and concise asymmetric synthesis of hamigeran B, Synthetic Route of 725251-81-0, the publication is Chemistry – A European Journal (2005), 11(3), 951-959, database is CAplus and MEDLINE.

The interesting biol. properties of the hamigerans wherein hamigeran B (I) is a potent antiviral agent with low cytotoxicity to host cells make these deceptively simple looking structures challenging synthetic targets. A strategy to hamigeran B evolved wherein the three contiguous stereocenters are established ultimately from a Pd catalyzed asym. allylic alkylation (AAA). The latter involves an asym. allylation of a non-stabilized ketone enolate in 77% yield and 93% ee. By using this process, (S)-5-allyl-2-isopropyl-5-methyl-1-trifluoromethanesulfonyloxycyclopentene becomes available in four steps from 2-methylcyclopentanone. Introduction of the aryl unit by cross-coupling proceeded intermolecularly but failed intramolecularly. On the other hand, reductive removal of the triflate permitted a Heck reaction to effect intramol. introduction of the aryl ring. The unusual conformational properties of this mol. architecture are revealed by the regioselectivity of the β-hydrogen elimination in the Heck reaction and the diastereoselectivity of the reduction establishing the stereochem. of the carbon bearing the iso-Pr group. The successful route consists of 15 steps from 2-methylcyclopentanone and dimethylorcinol illustrating the efficiency of the route based upon the Pd AAA.

Chemistry – A European Journal 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 C9H12O, Synthetic Route of 725251-81-0.

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

Shi, Tiancai published the artcileMatrix effect compensation for analyte protectants during aroma component analysis of tobacco, Application of 2-Methoxynaphthalene, the publication is Yancao Keji (2021), 54(9), 27-39, database is CAplus.

In order to solve the challenge that strong polar analyte protectants are not well performed in weak polar solvent systems, the solution of acetonitrile:dichloromethane = 2:1 (V/V) was chosen as weak polarity solvent system. The effects of 23 compounds as analyte protectants on the heights and shapes of chromatog. peaks of 31 aroma components were investigated. The chromatog. peaks of the aroma components in solvent added with these analyte protectants were compared with those in tobacco matrix. After optimizing the type, composition and concentration of the protectants, a suitable combination of analyte protectants was developed. In addition, 15 aroma components in tobacco (other than the 31 aroma components mentioned above) were chosen to verify the matrix compensation effect of the developed analyte protectant combination. The results showed that the suitable analyte protectants combination was malic acid (1000 mg/L) + 1,2-tetradecanediol (1000 mg/L). By adding the optimized analyte protectants combination into the solvent standard solution, a satisfactory matrix compensation effect was achieved. The linearity of the calibration curve for each aroma component was greatly improved, and the slope and linear correlation coefficient (r²) were basically consistent with the matrix-matched calibration curve. The matrix effect of aroma components in tobacco during GC/MS anal. was compensated by adding analyte protectants.

Yancao Keji 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 C11H10N4, Application of 2-Methoxynaphthalene.

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

Wang, Xue Chao published the artcileA new method for synthesis of o-isopropyl substituted aromatic compounds, Application In Synthesis of 2944-47-0, the publication is Chinese Chemical Letters (1992), 3(5), 329-32, database is CAplus.

Heteroatom-directed aromatic lithiation reactions used for the regiospecific synthesis of o-iso-Pr substituted phenolic and benzyl alc. compounds are described. Thus, lithiation of, e.g., PhOMe or PhCH₂OH with BuLi in THF followed by treatment with Me₂CO gave alcs. which on dehydration with H₂SO₄ containing a catalytic amount of p-toluenesulfonic acid followed by hydrogenation over Raney Ni gave desired compounds, e.g., 76% 2-Me₂CHC₆H₄OMe and 61% 2-Me₂CHC₆H₄CH₂OH, resp.

Chinese Chemical Letters 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 C42H63O3P, Application In Synthesis of 2944-47-0.

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

Ruan, Zheming published the artcileSubstituted diaryl ether compounds as retinoic acid-related orphan Receptor-γt (RORγt) agonists, SDS of cas: 2944-47-0, the publication is Bioorganic & Medicinal Chemistry Letters (2021), 127778, database is CAplus and MEDLINE.

The discovery of a series of substituted diarylether compounds as retinoic acid related orphan receptor γt (RORγt) agonists is described. Compound 1 was identified from deck mining as a RORγt agonist. Hit-to-lead optimization led to the identification of lead compound 5, which possesses improved potency (10x). Extensive SAR exploration led to the identification of a potent and selective compound 22, that demonstrated an improved pharmacokinetic profile and a dose-dependent pharmacodynamic response. However, when dosed in a MC38 syngeneic tumor model, no evidence of efficacy was observed

Bioorganic & Medicinal Chemistry Letters 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

Schuster, Ingeborg I. published the artcileEnhancement of the resonance interaction of out-of-plane methoxy groups by ortho-substituents in crowded anisoles, COA of Formula: C10H14O, the publication is Journal of Organic Chemistry (1988), 53(25), 5819-25, database is CAplus.

The ¹⁷O and ¹³C NMR chem. shifts of substituted anisoles provide evidence that the resonance interaction of methoxy groups which are perpendicular to the aromatic ring in crowded anisoles is influenced, to varying degrees, by ortho substituents. Enhancement of methoxy-to-aryl electron delocalization, brought about by these groups, follows the order isopropyl < ethyl < methyl << methoxy (in-plane) < tert-Bu. By an anal. of the mol. structures of several 3,5-dialkylanisic acids, related to 2,6-dialkylanisoles, this order becomes explicable in terms of repulsions between the lone pair electrons of the methoxy oxygen and bonding electrons of the proximate substituents. Methoxy groups that lie in the mol. plane are not similarly affected by neighboring substituents.

Journal of Organic Chemistry 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 C24H12, COA of Formula: C10H14O.

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

Bompart, Jacques published the artcileSynthesis of new β-blocking analogs of bevantolol, SDS of cas: 2944-47-0, the publication is Annales Pharmaceutiques Francaises (1985), 42(6), 537-45, database is CAplus.

The 9 bevantolol analogs I (R¹ = OMe, Cl, OPh, SMe, CHMe₂; R² = OH, Cl, OMe, OPh, SMe, CHMe₂) were prepared None of the compounds showed activity comparable to that of propranolol when tested for inhibition of isoprenaline-induced tachycardia and hypotension in dogs.

Annales Pharmaceutiques Francaises 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