Month: December 2022

Meissner, Andreas published the artcileStereocontrolled synthesis of the macrolactone core of neopeltolide, Category: ethers-buliding-blocks, the publication is Tetrahedron Letters (2019), 60(5), 432-434, database is CAplus.

A stereoselective synthesis of the macrolactone core I of neopeltolide is described. The tetrahydropyran moiety was constructed via the intramol. allylation of an α-acetoxy ether. A late-stage macrolactonization provided a known synthetic intermediate of neopeltolide.

Tetrahedron Letters 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, Category: ethers-buliding-blocks.

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

Cao, Kangning published the artcileCatalytic Enantioselective Addition of Prochiral Radicals to Vinylpyridines, Category: ethers-buliding-blocks, the publication is Journal of the American Chemical Society (2019), 141(13), 5437-5443, database is CAplus and MEDLINE.

Pyridine, one of the most important azaarenes, is ubiquitous in functional mols. The electronic properties of pyridine were exploited to trigger asym. transformations of prochiral species as a direct approach for accessing chiral pyridine derivatives However, the full potential of this synthetic strategy for the construction of enantioenriched γ-functionalized pyridines remains untapped. Here, the authors describe the first enantioselective addition of prochiral radicals to vinylpyridines under cooperative photoredox and asym. catalysis mediated by visible light. The enantioselective reductive couplings of vinylpyridines with aldehydes, ketones, and imines were achieved by employing a chiral Bronsted acid to activate the reaction partners and provide stereocontrol via H-bonding interactions. Valuable chiral γ-secondary/tertiary hydroxyl- and amino-substituted pyridines were obtained in high yields with good to excellent enantioselectivities.

Journal of the American Chemical Society 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, Category: ethers-buliding-blocks.

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

Kitani, Fumiya published the artcileCatalytic aromatic borylation via in situ-generated borenium species, Application In Synthesis of 596819-12-4, the publication is Heterocycles (2017), 95(1), 158-166, database is CAplus.

Authors have developed a catalytic direct borylation of arenes via in situ-generated borenium species. The choice of appropriate Lewis base was crucial to achieve the catalytic system. Electron-rich arenes were borylated in a regioselective manner.

Heterocycles 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, Application In Synthesis of 596819-12-4.

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

Nakao, Yoshiaki published the artcileCross-Coupling Reactions through the Intramolecular Activation of Alkyl(triorgano)silanes, COA of Formula: C10H14O, the publication is Angewandte Chemie, International Edition (2010), 49(26), 4447-4450, S4447/1-S4447/34, database is CAplus and MEDLINE.

Cross-coupling reactions of 2-(2-hydroxyprop-2-yl)phenyl-substituted alkylsilanes, e.g., I, with a variety of aryl bromides/chlorides, e.g., 4-chlorobenzonitrile, proceeded in the presence of palladium and copper catalysts to give alkyl-coupled products, e.g., 4-butylbenzonitrile. The use of K₃PO₄ allowed for highly chemoselective alkyl coupling with both primary and secondary alkyl groups.

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, COA of Formula: C10H14O.

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

Tanaka, Nobuhiro published the artcileTotal synthesis of rhoiptelol B, Related Products of ethers-buliding-blocks, the publication is Heterocycles (2018), 97(2), 1157-1164, database is CAplus.

A stereoselective total synthesis of rhoiptelol B, a diarylheptanoid isolated from the fruits of Rhoiptelea chiliantha, is described. The tetrahydropyran ring was constructed via an intramol. allylation methodol.

Heterocycles 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 C6H12O2, Related Products of ethers-buliding-blocks.

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

Barbieri, G. published the artcileChemical shift nonequivalence and optical activity in tricarbonyl(arene)chromium compounds, Product Details of C10H14O, the publication is Organic Magnetic Resonance (1971), 3(4), 503-4, database is CAplus.

For ortho-substituted tricarbonyl(iso-propylbenzene)chromium in CDCl3, the NMR spectra showed diastereotopic nonequivalent for the gem-dimethyl groups. For ortho substituents NH2, NMe2, and OMe, splitting of the iso-Pr Me groups was 0.100, 0.111, and 0.119 ppm, resp. When OMe-substituted compound (the most stable) was eluted with methylcyclohexane from an activated lactose column in an N atm, the optical rotation [α]2D0 of the fractions changed progressively from -5° to +6°.

Organic Magnetic Resonance 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, Product Details of C10H14O.

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

Ravnsbaek, Jens B. published the artcileMechanochemical Synthesis of Poly(phenylene vinylenes), Product Details of C15H24O2, the publication is ACS Macro Letters (2014), 3(4), 305-309, database is CAplus and MEDLINE.

We report a simple, rapid, and solvent-free methodol. for solid-state polymerizations yielding poly(phenylene vinylenes) (PPVs) promoted by ball-milling. This solid-state Gilch polymerization method produces PPVs in as little as five minutes of milling. Detailed investigations of the parameter space governing the solid-state polymerization, i.e., milling time, base strength, solid-state dilution, milling frequency, and size of milling balls, revealed that polymerization by ball-milling is a rapid process achieving mol. number average weights of up to 40 kDa in up to 70% yield. To explore the scope, a solid-state polymerization via the dithiocarbamate precursor route is explored.

ACS Macro Letters 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, Product Details of C15H24O2.

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

Kitamura, Takashi published the artcileDesign of coibamide A mimetics with improved cellular bioactivity, Synthetic Route of 77128-73-5, the publication is ACS Medicinal Chemistry Letters (2022), 13(1), 105-110, database is CAplus and MEDLINE.

Coibamide A, a cyclic depsipeptide isolated from a Panamanian marine cyanobacterium, shows potent cytotoxic activity via the inhibition of the Sec61 translocon. We designed a coibamide A mimetic in which the ester linkage between MeThr and D-MeAla in coibamide A was replaced with an alkyl linker to provide a stable macrocyclic scaffold possessing a MeLys(Me) residue. Taking advantage of a facile solid-phase synthetic approach, an structure-activity relationship (SAR) study of the newly designed macrocyclic structure was performed, with a focus on altering the pattern of N-Me substitution and amino acid configurations. Overall, the simplified macrocyclic scaffold with an alkyl linker resulted in a significantly reduced cytotoxicity. Instead, more potent coibamide A derivatives with a β-(4-biphenylyl)alanine (Bph) group were identified after the optimization of the Tyr(Me) position in the original macrocyclic scaffold of coibamide A based on the characteristic apratoxin A substructures. The similar SAR between coibamide A and apratoxin A suggests that the binding site of the Tyr(Me) side chain at the luminal end of Sec61α may be shared.

ACS Medicinal Chemistry Letters 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, Synthetic Route of 77128-73-5.

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

Dhanure, S. K. published the artcileKinetics of oxidation of thiourea by chloramine-T and p-benzoquinone, COA of Formula: C2H8Cl2N4S2, the publication is Oxidation Communications (2001), 24(1), 91-98, database is CAplus.

The kinetics of oxidation of thiourea by chloramine-T both in acid and alk. medium was studied. In acid medium, the reaction is second order in substrate, first order in oxidant and inverse fractional order in H⁺. In alk. medium the reaction is first order in oxidant, first order in substrate and inverse fractional order in [OH^–]. Stoichiometric experiments reveal that these reactions are mixed: the first one being the formation of disulfide and the second one in a parallel sequence giving urea and sulfate ion. A mechanism is postulated to explain the results. As a parallel study 1,4-benzoquinone was used for the oxidation of thiourea. These reactions occur with facility at pH 3-5; they are very fast below pH 3. The oxidant benzoquinone undergoes decomposition in alk. medium ruling out the possibility of any oxidation of thiourea by benzoquinone in the alk. medium.

Oxidation Communications 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, COA of Formula: C2H8Cl2N4S2.

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

Dhanure, S. K. published the artcileKinetics of oxidation of thiourea by chloramine-T and p-benzoquinone, Computed Properties of 14807-75-1, the publication is Oxidation Communications (2001), 24(3), 400-407, database is CAplus.

Kinetics of oxidation of thiourea by chloramine-T both in acid and alk. medium was studied. In acid medium, the reaction is second order in substrate, first order in oxidant and inverse fractional order in [H⁺]. In alk. medium the reaction is first order in oxidant, substrate and inverse fractional order in [OH^–]. Stoichiometric experiments reveal that these oxidation reactions are mixed reactions: the first one being the formation of disulfide and the second one in a parallel sequence giving urea and sulfate ion. A mechanism is postulated to explain the results. As a parallel study 1,4-benzoquinone was used for the oxidation of thiourea. These reactions occur with facility at pH 3-5; they are very fast below pH 3. The oxidant benzoquinone undergoes decomposition in alk. medium ruling out the possibility of any oxidation by benzoquinone of thiourea in alk. medium.

Oxidation Communications 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, Computed Properties of 14807-75-1.

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