Month: December 2022

Royer, Rene published the artcileReactions induced by pyridine hydrochloride. VI. Comparison of the sensitivities to dealkylation by pyridine hydrochloride of alkyl ethers of phenols according to their structures, Safety of 2-Isopropylanisole, the publication is Bulletin de la Societe Chimique de France (1970), 3647-50, database is CAplus.

Increasing the dealkylation temperature of β-naphthyl alkyl ethers or the demethylation temperature of mono- or disubstituted anisoles with pyridinium hydrochloride decreases the effect of steric factors. The demethylation rates and product yields at 155° decreased in the order: PhOMe > o-MeC6H4OMe > o-EtC6H4OMe > o-BuC6H4-OMe; at reflux temperature the demethylation rates of these compounds were similar. The steric factors (proximity, branching of the substituents) are counterbalanced by the inductive effects and to some extent by the symmetry of the ethers. The dealkylation conditions must be optimized for each ether sep.

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, Safety of 2-Isopropylanisole.

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

Royer, Rene published the artcileReactioons induced by pyridine hydrochloride. IX. Possible uses of pyridine hydrochloride analogs for the dealkylation of phenolic ethers, COA of Formula: C10H14O, the publication is Bulletin de la Societe Chimique de France (1971), 4362-7, database is CAplus.

Pyridine hydrobromide (I) gave higher dealkylation yields of 2-alkoxynaphthalenes than pyridine hydrochloride (II), although temperatures >250° had to be used instead of ∼220°. The 2-naphthol yield from 2-isobutoxynaphthalene was 91% with I, compared with 11% for II. I also gave higher dealkylation yields of substituted anisoles, except those with large substituents next to the methoxy group. Thus for 2,6-diisopropylanisole demethylation was accompanied by isopropyl cleavage. PhNH2.HCl was less efficient than II as a dealkylating agent. 2,4-Lutidine hydrochloride was too sublimable to be used, but 3- and 4-picoline hydrochlorides were effective replacements for II. 2-Picoline retained too much H2O to be useful. Et2NH.HCl, BuNH2.HCl, and iso-BuNH2.HCl were less efficient dealkylating agents than II.

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, COA of Formula: C10H14O.

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

Han, Chong published the artcileNegishi Coupling of Secondary Alkylzinc Halides with Aryl Bromides and Chlorides, Recommanded Product: 2-Isopropylanisole, the publication is Journal of the American Chemical Society (2009), 131(22), 7532-7533, database is CAplus and MEDLINE.

An efficient palladium-catalyzed process has been developed for Negishi coupling of secondary alkylzinc halides with a wide range of aryl bromides and activated aryl chlorides. A palladium catalyst composed of a new biaryldialkylphosphine ligand, CPhos, effectively promotes the rate of the reductive elimination step relative to the rate of the undesired β-hydride elimination. The broad substrate scope and excellent ratio of the desired secondary to the undesired primary coupling product make this method a powerful and reliable tool for C(sp³)-C(sp²) bond formation.

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 C10H14O, Recommanded Product: 2-Isopropylanisole.

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

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

Maharani, Rani published the artcileA total synthesis of a highly N-methylated cyclodepsipeptide [2S,3S-Hmp]-aureobasidin L using solid-phase methods, Computed Properties of 77128-73-5, the publication is Tetrahedron (2014), 70(14), 2351-2358, database is CAplus.

[2S,3S-Hmp]-Aureobasidin L 2 has been successfully synthesized through a combination of solution- and solid-phase peptide synthesis. All of the Fmoc-protected residues including a depsidipeptide, Fmoc-MeVal-Hmp-OH, were prepared in solution phase. Chain elongation on chlorotrityl resin was undertaken using selected coupling reagents including HBTU/HOBt, HATU/HOAt and BTC/collidine. Cleavage of the linear depsinonapeptide was followed by cyclization to give the desired cyclodepsipeptide.

Tetrahedron 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 C25H23NO4, Computed Properties of 77128-73-5.

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

Vuong, Sophie published the artcileFormal synthesis of TMC-69-6H via a one-pot enantioselective domino proline-mediated aldol/olefin homologation procedure, Application of (+)-B-Methoxydiisopinocampheylborane, the publication is Tetrahedron (2012), 68(2), 433-439, database is CAplus.

Enantioselective synthesis of TMC-69-6H (I) was accomplished from readily accessible pyridone derivative (II) via a domino proline-mediated aldol reaction/olefin homologation, followed by tandem ring-closing and cross metathesis.

Tetrahedron published new progress about 99438-28-5. 99438-28-5 belongs to ethers-buliding-blocks, auxiliary class Chiral,Aliphatic cyclic hydrocarbon, name is (+)-B-Methoxydiisopinocampheylborane, and the molecular formula is C18H34N4O5S, Application of (+)-B-Methoxydiisopinocampheylborane.

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

Nguyen, Anh Minh Thao published the artcileInfluence of N-methylation and conformation on almiramide anti-leishmanial activity, Product Details of C25H23NO4, the publication is Molecules (2021), 26(12), 3606, database is CAplus and MEDLINE.

The almiramide N-methylated lipopeptides exhibit promising activity against trypanosomatid parasites. A structure-activity relationship study has been performed to examine the influences of N-methylation and conformation on activity against various strains of leishmaniasis protozoan and on cytotoxicity. The synthesis and biol. anal. of twenty-five analogs demonstrated that derivatives with a single Me group on either the first or fifth residue amide nitrogen exhibited greater activity than the permethylated peptides and relatively high potency against resistant strains. Replacement of amino amide residues in the peptide, by turn inducing α amino γ lactam (Agl) and N-aminoimidazalone (Nai) counterparts, reduced typically anti-parasitic activity; however, peptide amides possessing Agl residues at the second residue retained significant potency in the unmethylated and permethylated series. Systematic study of the effects of methylation and turn geometry on anti-parasitic activity indicated the relevance of an extended conformer about the central residues, and conformational mobility by tertiary amide isomerization and turn geometry at the extremities of the active peptides.

Molecules 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 C25H23NO4, Product Details of C25H23NO4.

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

Nicolaou, K. C. published the artcileSynthesis of iso-epoxy-amphidinolide N and des-epoxy-caribenolide I structures. Initial forays, Quality Control of 99438-28-5, the publication is Organic & Biomolecular Chemistry (2006), 4(11), 2119-2157, database is CAplus and MEDLINE.

Two strategies for the projected total synthesis of the phenomenally potent antitumor macrolides amphidinolide N and caribenolide I are described. The title compounds are introduced as challenging and unique targets for chem. synthesis, and their retrosynthetic anal. is presented. The synthesis of the four defined key building blocks, required for the construction of amphidinolide N, in their enantiomerically pure forms, is described, followed by the coupling through hydrazone alkylation processes to generate the complete C6-C29 carbon framework (I) of the target compound Fusion of the remaining C1-C5 sector onto the mol. by metathesis-based methods was unsuccessful, resulting in the adoption of a second-generation strategy which called for the employment of one of the array of palladium-catalyzed cross-coupling reactions to generate the C5-C6 carbon-carbon bond. Vinyl bromide II, representing the C6-C29 skeleton of caribenolide I, was prepared through the sequential alkylation, but failed to engage in the appropriate cross-coupling reaction with a variety of C1-C4 partners. Despite these setbacks, the information gleaned from these endeavors was to prove invaluable in laying the foundation for the eventual successful approach to the macrocyclic structures of amphidinolide N and caribenolide I.

Organic & Biomolecular Chemistry published new progress about 99438-28-5. 99438-28-5 belongs to ethers-buliding-blocks, auxiliary class Chiral,Aliphatic cyclic hydrocarbon, name is (+)-B-Methoxydiisopinocampheylborane, and the molecular formula is C21H37BO, Quality Control of 99438-28-5.

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

Astolfi, Paola published the artcileNew mediators for the enzyme laccase: mechanistic features and selectivity in the oxidation of non-phenolic substrates, Synthetic Route of 183303-74-4, the publication is New Journal of Chemistry (2005), 29(10), 1308-1317, database is CAplus.

New mediators of laccase have been comparatively evaluated and ranked towards the benchmark aerobic oxidation of p-MeO-benzyl alc. The mechanism of oxidation of this non-phenolic substrate by each mediator, which is initially oxidized by laccase to the Med_ox form, has been assessed among three alternatives. The latter make the phenoloxidase laccase competent for the indirect oxidation of non-phenolic (and thus unnatural) substrates. Exptl. characterization of the mediators, by spectrophotometric, electrochem. and thermochem. survey, is reported. Clear-cut evidence for the formation of a benzyl radical intermediate in the oxidation of a particular benzyl alc. with laccase and a :N-OH mediator is attained by a trapping experiment The selectivity of the laccase-catalyzed oxidation of two competing lignin and polysaccharide model compounds has been assessed by using the highly proficient 4-MeO-HPI mediator, and found very high in favor of the former model. This evidence is in keeping with the operation of a radical hydrogen-abstraction process that efficiently cleaves the benzylic rather than the aliphatic C-H bond of the two models. Significant is the finding that catechol, i.e., a model of recurring phenolic structures in lignin, once oxidized to aryloxyl radical by laccase is capable to mediate a radical oxidation of non-phenolic compounds This supports a fully-fledged role of laccase as a delignifying enzyme in nature by way of no other mediators than the very phenolic groups of lignin. Finally, an evaluation of the dissociation energy of the NO-H bond of HBT, which is not accessible exptl., is provided by the use of a thermochem. cycle and theor. calculations

New Journal of Chemistry published new progress about 183303-74-4. 183303-74-4 belongs to ethers-buliding-blocks, auxiliary class Benzene,Alcohol,Ether, name is 1-(3,4-Dimethoxyphenyl)-2-phenoxyethanol, and the molecular formula is C16H18O4, Synthetic Route of 183303-74-4.

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

Tremblay, Marie-Helene published the artcileHybrid Organic Lead Iodides: Role of Organic Cation Structure in Obtaining 1D Chains of Face-Sharing Octahedra vs 2D Perovskites, Formula: C8H11NO, the publication is Chemistry of Materials (2022), 34(3), 935-946, database is CAplus.

R(CH₂)_nNH₃⁺ cations (R = aryl, substituted cyclohexyl; n = 1, 2) can form hybrid lead iodides that include both 2D layered perovskites of formula [R(CH₂)_nNH₃]₂PbI₄ and 1D structures consisting of 1D wires of face-sharing PbI₆ octahedra and having the formula [R(CH₂)_nNH₃]PbI₃ (face-sharing lead-iodide chains, FSLICs). Using a series of such cations we find that 1D FSLIC formation is favored when hydrogen bonding is possible between the ammonium moiety of one cation and a hydrogen-bond acceptor substituent of the same or another cation. A total of 16 new hybrid organic lead iodide crystal structures, 11 of which are FSLICs, are reported. The FSLIC structures can be further categorized according to the arrangement of neighboring wires. The optical properties of these materials are largely insensitive to the identity of the organic cations and to the resulting structural details. However, there is a correlation between the exciton energy and the pattern in which the wires are arranged relative to one another. D. functional theory calculations indicate that the dispersion at the top of the valence band varies depending on the relative wire arrangement.

Chemistry of Materials 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 C7H8BFO2, Formula: C8H11NO.

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