Category: 2944-47-0

Kang, Qi-Kai published the artcileRhodium-Catalyzed Stereoselective Deuteration of Benzylic C-H Bonds via Reversible η⁶-Coordination, Recommanded Product: 2-Isopropylanisole, the publication is Angewandte Chemie, International Edition (2022), 61(11), e202117381, database is CAplus and MEDLINE.

Practical methods of benzyl H/D exchange of various substrates [such as 1-methoxy-2-methylbenzene, 2,3-dihydrobenzofuran, cyclohexylbenzene, 3-phenyl-1-piperidin-1-yl-butan-1-one, O-acetyl dapagliflozin, etc.] with primary, secondary, or tertiary C-H bonds have been reported through a reversible η⁶-coordination strategy. A doubly cationic [Cp^CF3Rh^III]²⁺ catalyst that serves as an arenophile facilitates deprotonation of inert benzylic hydrogen atoms (pK_a>40 in DMSO) without affecting other hydrogen atoms, such as those on aromatic rings or in α-positions of carboxylate groups. Notably, the H/D exchange reactions feature high stereoretention. The potential usefulness of this method has been demonstrated by its use in deuterium labeling of ten pharmaceuticals and their analogs.

Angewandte Chemie, International Edition 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

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

Pan, Wenjing published the artcileA mild and practical method for deprotection of aryl methyl/benzyl/allyl ethers with HPPh₂ and ^tBuOK, Application of 2-Isopropylanisole, the publication is Organic & Biomolecular Chemistry (2021), 19(35), 7633-7640, database is CAplus and MEDLINE.

A general method for the demethylation, debenzylation, and deallylation of aryl ethers ROMe (R = C₆H₅, 3-FC₆H₄, 2-naphthyl, etc.), R¹OCH²Ph (R¹ = C₆H₅, 5,6,7,8-tetrahydronaphthalen-2-yl, 2-naphthyl, etc.) and R²OCH²CH=CH² (R² = C₆H₅, 2,3-dimethylphenyl, 1-naphthyl, etc.) using HPPh₂ and ^tBuOK is reported. The reaction features mild and metal-free reaction conditions, broad substrate scope, good functional group compatibility, and high chem. selectivity towards aryl ethers over aliphatic structures. Notably, this approach is competent to selectively deprotect the allyl or benzyl group, making it a general and practical method in organic synthesis.

Organic & Biomolecular 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 C10H14O, Application of 2-Isopropylanisole.

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

Van Tamelen, E. E. published the artcileBiogenetic-type total synthesis of (±)-triptonide and (±)-triptolide, Product Details of C10H14O, the publication is Journal of the American Chemical Society (1982), 104(6), 1785-6, database is CAplus.

A biogenetic-type total synthesis of the naturally occurring anticancer agents triptolide (I; R = H, R¹ = OH) and triptonide (I; RR¹ = O) was carried out via cyclization of aromatic β-oxo ester II.

Journal of the American Chemical Society 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 C7H13BrSi, Product Details of C10H14O.

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

Hickey, Deirdre M. B. published the artcileSynthesis of thyroid hormone analogs. Part 3. Iodonium salt approaches to SK & F L-94901, Application of 2-Isopropylanisole, the publication is Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) (1988), 3103-11, database is CAplus.

The key step in the synthesis of the title compound L–I, a novel, selective, and potent thyromimetic, is the formation of the hindered diaryl ether moiety. This paper describes an investigation into the formation of the required diaryl ether by copper-catalyzed reaction both of sym. iodonium salts, e.g. R₂I⁺ O₂CCF₃, and mixed iodonium salts II (R¹ = H, R² = OMe; R¹ = R² = H, OMe) with protected dibromotyrosine 4,3,5-HO(Br)₂C₆H₂CH₂CH(NHCOCF₃)CO₂Me. The importance of the counterion of the iodonium salt is discussed. This work is extended to a large-scale synthesis of SK & F L-94901 (I).

Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) 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, Application of 2-Isopropylanisole.

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

Gilmartin, Philip H. published the artcileVanadium-Catalyzed Oxidative Intramolecular Coupling of Tethered Phenols: Formation of Phenol-Dienone Products, HPLC of Formula: 2944-47-0, the publication is Organic Letters (2020), 22(8), 2914-2919, database is CAplus and MEDLINE.

A mild and efficient method for the vanadium-catalyzed intramol. coupling of tethered free phenols is described. The corresponding phenol-dienone products are prepared directly in good yields with low catalyst loadings. Electronically diverse tethered phenol precursors are well tolerated, and the catalytic method was effectively applied as the key step in syntheses of three natural products and a synthetically useful morphinan alkaloid precursor.

Organic 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, HPLC of Formula: 2944-47-0.

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

Bridoux, Alexandre published the artcileDesign, synthesis, and biological evaluation of bifunctional thyrointegrin inhibitors: new anti-angiogenesis analogs, Computed Properties of 2944-47-0, the publication is Journal of Enzyme Inhibition and Medicinal Chemistry (2011), 26(6), 871-882, database is CAplus and MEDLINE.

Context: Inhibition of pathol. angiogenesis. Objective: Obtaining new transactivator, bifunctional, thyroid antagonist, non-toxic anti-angiogenic compounds Materials and methods: In silico drug design, synthesis in bulk and biol. evaluation in chick chorioallantoic membrane (CAM) model. Results: Significant inhibition (range 65-73%) at 0.25-2.0 μg/mL doses. Discussion and conclusion: The synthesis of compounds (9), (10), and (11) incorporating long-chain moieties guanidine, urea, Me amine and, Pr amine substitutions, resp., into the core mol. framework of tetrac (tetraiodothyroacetic acid) were undertaken. The evaluation of the anti-angiogenic bioactivity of these compounds in the CAM model revealed no loss of activity in comparison with tetrac and XT199, which showed nearly 86% inhibition at dose levels of 1 and 0.5 μg/mL, resp., and validated the concept.

Journal of Enzyme Inhibition and Medicinal 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 C10H14O, Computed Properties of 2944-47-0.

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

Tomioka, Hideo published the artcileButtressing effect in carbene chemistry. Effect of 3-alkyl groups on the reactions of 2-alkoxydiphenylcarbenes, Related Products of ethers-buliding-blocks, the publication is Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) (1991), 471-7, database is CAplus.

Irradiation of 3,2-R(MeO)C₆H₃CPh:N₂ (I; R = H) in Et₂O at 10° gave 3-phenyldihydrofuran (II; R = H) and a small amount of 3,2-R(MeO)C₆H₃CHPhR¹ [III; R¹ = H, R = EtOCHMe (IV)]; IV was the major product when the irradiation was carried out in an Et₂O matrix at -196°. With I (R = alkyl) the reaction patterns were dramatically changed. Only II (R = alkyl) were formed in Et₂O at +10 or -196°. This was due to the buttressing effect of R, which prevents the 2-MeO group from lying in the plane of the Ph ring in the precursor mols. and assists the MeO group in rotating around the C-O bond toward the carbene center after elimination of N. The effect of buttressing on the generation of carbene in MeOH is also discussed.

Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) 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 C8H7ClO3, Related Products of ethers-buliding-blocks.

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

Saprykin, L. V. published the artcileEvolution of volatile substances during thermal degradation of rice hull organic components. 1. Thermolysis with inorganic catalytic additives, Formula: C10H14O, the publication is Koksnes Kimija (1990), 8-14, database is CAplus.

A comparison of the catalytic effect of NaCl, KCl, CaCl₂, MgCl₂, CsBr, and LiCl on thermolysis of rice hulls for Si showed that LiCl exerted the strongest effect. LiCl significantly changed the composition of the thermolysis products by promoting cleavage of C-C and ether bonds. NH₄Cl catalyzed low-temperature dehydration and secondary resinification reactions of the thermolysis products. Significant amounts of SiO₂ contained in the rice hull and in its hydrolytic lignin leveled the catalytic effect of LiCl. The thermolysis products included 2-methyldioxolane, mesityl oxide, 2-isopropylanisole, PhOH, guaiacol, 2-ethylphenol, veratrole, furfural, formal, coumaran, ethylpyrocatechol, and Me₂CO.

Koksnes Kimija 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, Formula: C10H14O.

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