Tag: 200-300

Cationic Pd(II)-Catalyzed Fujiwara-Moritani Reactions at Room Temperature in Water was written by Nishikata, Takashi;Lipshutz, Bruce H.. And the article was included in Organic Letters in 2010.SDS of cas: 56619-93-3 This article mentions the following:

Pd^II-catalyzed Fujiwara-Moritani reactions can be carried out without external acid at room temperature and in water as the only medium. A highly active cationic Pd^II catalyst, [Pd(MeCN)₄](BF₄)₂, easily activates aromatic C-H bonds to produce electron-rich cinnamates in good yields. In the experiment, the researchers used many compounds, for example, N-(3-Methoxyphenyl)pivalamide (cas: 56619-93-3SDS of cas: 56619-93-3).

N-(3-Methoxyphenyl)pivalamide (cas: 56619-93-3) belongs to ethers. Of all the functional groups, ethers are the least reactive ones. Ether bonds are quite stable towards bases, oxidizing agents and reducing agents. But on the other hand, ethers undergo cleavage by reaction with acids. Ethers are good solvents partly because they are not very reactive. Most ethers can be cleaved, however, by hydrobromic acid (HBr) to give alkyl bromides or by hydroiodic acid (HI) to give alkyl iodides.SDS of cas: 56619-93-3

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Polynuclear and mixed-ligand mononuclear Cu^I complexes with N-thiophosphorylated thioureas and 1,10-phenanthroline or PPh₃ was written by Safin, Damir A.;Babashkina, Maria G.;Bolte, Michael;Pape, Tania;Hahn, F. Ekkehardt;Verizhnikov, Maxim L.;Bashirov, Airat R.;Klein, Axel. And the article was included in Dalton Transactions in 2010.Reference of 66943-05-3 This article mentions the following:

Deprotonation of the N-thiophosphorylated thioureas RC(S)NHP(S)(OiPr)₂ (R = Me₂N, HL^I; iPrNH, HL^II; 2,6-Me₂C₆H₃NH, HL^III, 2,4,6-Me₃C₆H₂NH, HL^IV, aza-15-crown-5, HL^V) and reaction with CuI or Cu(NO₃)₂ in aqueous EtOH leads to the polynuclear complexes [Cu₄(L^I-S,S’)₄], [Cu₈(L^II-S,S’)₈], and [Cu₃(L^III-V-S,S’)₃]. The structures of these compounds were studied by IR, ¹H, ³¹P{¹H} NMR, UV-visible spectroscopy and elemental analyses. The crystal structures of [Cu₄L₄^I], [Cu₈L₈^II], [Cu₃L^III,IV₃] were determined by single-crystal x-ray diffraction. Reaction of the deprotonated ligands (L^I-V)^– with a mixture of CuI and 1,10-phenanthroline (phen) or PPh₃ leads to the mixed-ligand mononuclear complexes [Cu(phen)L^I-V], [Cu(PPh₃)L^I-V] or [Cu(PPh₃)₂L^I-V]. The same mixed-ligand complexes were obtained from the reaction of [Cu₄L₄^I], [Cu₈L₈^II], [Cu₃L^III-V₃] with phen or PPh₃. In the experiment, the researchers used many compounds, for example, 1,4,7,10-Tetraoxa-13-azacyclopentadecane (cas: 66943-05-3Reference of 66943-05-3).

1,4,7,10-Tetraoxa-13-azacyclopentadecane (cas: 66943-05-3) belongs to ethers. Of all the functional groups, ethers are the least reactive ones. Ether bonds are quite stable towards bases, oxidizing agents and reducing agents. But on the other hand, ethers undergo cleavage by reaction with acids. Ethers are good solvents partly because they are not very reactive. Most ethers can be cleaved, however, by hydrobromic acid (HBr) to give alkyl bromides or by hydroiodic acid (HI) to give alkyl iodides.Reference of 66943-05-3

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Identification of an Opioid κ Receptor Subtype-Selective N-Substituent for (+)-(3R,4R)-Dimethyl-4-(3-hydroxyphenyl)piperidine was written by Thomas, James B.;Fall, Michael J.;Cooper, Julie B.;Rothman, Richard B.;Mascarella, S. Wayne;Xu, Heng;Partilla, John S.;Dersch, Christina M.;McCullough, Karen B.;Cantrell, Buddy E.;Zimmerman, Dennis M.;Carroll, F. Ivy. And the article was included in Journal of Medicinal Chemistry in 1998.Application In Synthesis of 3-(2,4-Dimethoxyphenyl)acrylic acid This article mentions the following:

A three-component library of compounds was prepared in parallel using multiple simultaneous solution-phase synthetic methodol. The compounds were biased toward opioid receptor antagonist activity by incorporating (+)-(3R,4R)-dimethyl-4-(3-hydroxyphenyl)piperidine (a potent, nonselective opioid pure antagonist) as one of the monomers. The other two monomers were N-substituted or unsubstituted Boc-protected amino acids and a range of substituted aryl carboxylic acids and were selected to add chem. diversity. Screening of these compounds in competitive binding experiments with the κ opioid receptor selective ligand [³H]U69,593 led to the discovery of a novel κ opioid receptor selective ligand, RTI-5989-29 (I). Addnl. structure-activity relationship studies suggested that I possesses lipophilic and hydrogen-bonding sites that are important to its opioid receptor potency and selectivity. These sites appear to exist predominantly within the κ receptor since the selectivity arises from a 530-fold loss of affinity of I for the μ receptor and an 18-fold increase in affinity for the κ receptor relative to the μ-selective ligand, (+)-N-[trans-4-phenyl-2-butenyl]-(3R,4R)-dimethyl-4-(3-hydroxyphenyl)piperidine. The degree of selectivity observed in the radioligand binding experiments was not observed in the functional assay. According to its ability to inhibit agonist stimulated binding of [³⁵S]GTPγS at all three opioid receptors, I behaves as a μ/κ opioid receptor pure antagonist with negligible affinity for the δ receptor. In the experiment, the researchers used many compounds, for example, 3-(2,4-Dimethoxyphenyl)acrylic acid (cas: 6972-61-8Application In Synthesis of 3-(2,4-Dimethoxyphenyl)acrylic acid).

3-(2,4-Dimethoxyphenyl)acrylic acid (cas: 6972-61-8) belongs to ethers. Relative to alcohols, ethers are generally less dense, are less soluble in water, and have lower boiling points. They are relatively unreactive. Autoxidation is the spontaneous oxidation of a compound in air. In the presence of oxygen, ethers slowly autoxidize to form hydroperoxides and dialkyl peroxides. If concentrated or heated, these peroxides may explode. To prevent such explosions, ethers should be obtained in small quantities, kept in tightly sealed containers, and used promptly.Application In Synthesis of 3-(2,4-Dimethoxyphenyl)acrylic acid

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Phase transfer-catalyzed reactions of benzylidenebenzylamine with cinnamic acid derivatives. Synthesis of β-aryl-γ-phenyl-γ-aminobutyric acids and their derivatives was written by Potapov, V. M.;Gracheva, R. A.;Sivova, N. A.. And the article was included in Zhurnal Organicheskoi Khimii in 1989.Related Products of 6972-61-8 This article mentions the following:

Knoevenagel reaction of RCHO [R = 4-BrC₆H₄, 4-ClC₆H₄, 4-tolyl, 2- and 4-MeOC₆H₄, 4-O₂NC₆H₄, 2,4- and 3,4-(MeO)₂C₆H₃] with CH₂(CO₂H)₂ in pyridine containing piperidine gave 46-90% RCH:CHCO₂H (same R), which were esterified in EtOH containing H₂SO₄ to give 59-75% RCH:CHCO₂Et (same R) (I). PhCH:CHCOEt reacted with SOCl₂ in C₆H₆ containing pyridine and then with R¹OH [R¹ = (-)-menthyl, Bu, Me₂CH, cyclohexyl] in pyridine to give 60-92% PhCH:CHCO₂R¹ (II; same R¹). PhCH:NCH₂Ph added to I and II in MeCN containing 50% aqueous NaOH and PhCH₂NEt₃⁺ Cl^– to give 8 corresponding HO₂CCH₂CHRCHPhNH₂.HCl (III.HCl) in 37-93% yield after refluxing with 4N HCl in C₆H₆. Passing III.HCl [R = Ph, 4-O₂NC₆H₄, 4-tolyl, 4-MeO₆H₄, 3,4-(MeO)₂C₆H₃] through a Dowex-50 × 4 column gave 70-85% free III (same R). Refluxing III.HCl [R = H, 3,4-(MeO)₂C₆H₃, 4-BrC₆H₄, 4-ClC₆H₄] in C₆H₆ containing aqueous NaHCO₃ gave 68-72% lactams IV (same R), which returned III.HCl quant. after refluxing with concentrated HCl. In the experiment, the researchers used many compounds, for example, 3-(2,4-Dimethoxyphenyl)acrylic acid (cas: 6972-61-8Related Products of 6972-61-8).

3-(2,4-Dimethoxyphenyl)acrylic acid (cas: 6972-61-8) belongs to ethers. Of all the functional groups, ethers are the least reactive ones. Ether bonds are quite stable towards bases, oxidizing agents and reducing agents. But on the other hand, ethers undergo cleavage by reaction with acids. Ethers can form hydrogen bonds with other molecules (alcohols, amines, etc.) that have O―H or N―H bonds. The ability to form hydrogen bonds with other compounds makes ethers particularly good solvents for a wide variety of organic compounds and a surprisingly large number of inorganic compounds.Related Products of 6972-61-8

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Palladium polyether diphosphinite complex anchored in polyethylene glycol as an efficient homogeneous recyclable catalyst for the Heck reactions was written by Sawant, Dinesh;Wagh, Yogesh;Bhatte, Kushal;Panda, Anil;Bhanage, Bhalchandra. And the article was included in Tetrahedron Letters in 2011.Synthetic Route of C8H9IO This article mentions the following:

Palladium polyether diphosphinite complex anchored on polyethylene glycol is reported as an efficient catalyst for Heck coupling reactions. The catalyst is soluble in the solvent with reactants and products during reaction and can be separated from reaction media in biphasic form by the addition of anti-solvent like n-hexane and further recycled. The developed methodol. offers mild reaction condition, short reaction time with an excellent recyclability of the catalyst. Aryl iodides as well as aryl bromides are well tolerated giving excellent yields. In the experiment, the researchers used many compounds, for example, 4-Iodo-1-methoxy-2-methylbenzene (cas: 75581-11-2Synthetic Route of C8H9IO).

4-Iodo-1-methoxy-2-methylbenzene (cas: 75581-11-2) belongs to ethers. Relative to alcohols, ethers are generally less dense, are less soluble in water, and have lower boiling points. They are relatively unreactive. At room temperature, ethers are pleasant-smelling colourless liquids. Relative to alcohols, ethers are generally less dense, are less soluble in water, and have lower boiling points. They are relatively unreactive, and as a result they are useful as solvents for fats, oils, waxes, perfumes, resins, dyes, gums, and hydrocarbons. Vapours of certain ethers are used as insecticides, miticides, and fumigants for soil.Synthetic Route of C8H9IO

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Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

NNB-type tridentate boryl ligands enabling a highly active iridium catalyst for C-H borylation was written by Ding, Siyi;Wang, Linghua;Miao, Zongcheng;Li, Pengfei. And the article was included in Molecules in 2019.Computed Properties of C14H21BO4 This article mentions the following:

Boryl ligands play a very important role in catalysis because of their very high electron-donating property. NNB-type boryl anions were designed as tridentate ligands to promote aryl C-H borylation. In combination with [IrCl(COD)]₂, they generate a highly active catalyst for a broad range of (hetero)arene substrates, including highly electron-rich and/or sterically hindered ones. This work provides a new NNB-type tridentate boryl ligand to support homogeneous organometallic catalysis. In the experiment, the researchers used many compounds, for example, 2-(3,5-Dimethoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (cas: 365564-07-4Computed Properties of C14H21BO4).

2-(3,5-Dimethoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (cas: 365564-07-4) belongs to ethers. Of all the functional groups, ethers are the least reactive ones. Ether bonds are quite stable towards bases, oxidizing agents and reducing agents. At room temperature, ethers are pleasant-smelling colourless liquids. Relative to alcohols, ethers are generally less dense, are less soluble in water, and have lower boiling points. They are relatively unreactive, and as a result they are useful as solvents for fats, oils, waxes, perfumes, resins, dyes, gums, and hydrocarbons. Vapours of certain ethers are used as insecticides, miticides, and fumigants for soil.Computed Properties of C14H21BO4

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Non-nucleoside inhibitors of BasE, an adenylating enzyme in the siderophore biosynthetic pathway of the opportunistic pathogen Acinetobacter baumannii was written by Neres, Joao;Engelhart, Curtis A.;Drake, Eric J.;Wilson, Daniel J.;Fu, Peng;Boshoff, Helena I.;Barry, Clifton E.;Gulick, Andrew M.;Aldrich, Courtney C.. And the article was included in Journal of Medicinal Chemistry in 2013.Recommanded Product: 156635-90-4 This article mentions the following:

Siderophores are small-mol. iron chelators produced by bacteria and other microorganisms for survival under iron limiting conditions such as found in a mammalian host. Siderophore biosynthesis is essential for the virulence of many important Gram-neg. pathogens including Acinetobacter baumannii, Klebsiella pneumoniae, Pseudomonas aeruginosa, and Escherichia coli. We performed high-throughput screening against BasE, which is involved in siderophore biosynthesis in A. baumannii, and identified 6-phenyl-1-(pyridin-4-ylmethyl)-1H-pyrazolo[3,4-b]pyridine-4-carboxylic acid 15. Herein we report the synthesis, biochem., and microbiol. evaluation of a systematic series of analogs of the HTS hit 15. Analog 67 is the most potent analog with a K_D of 2 nM against BasE. Structural characterization of the inhibitors with BasE reveals that they bind in a unique orientation in the active site, occupying all three substrate binding sites, and thus can be considered as multisubstrate inhibitors. These results provide a foundation for future studies aimed at increasing both enzyme potency and antibacterial activity. In the experiment, the researchers used many compounds, for example, (4-((4-Methoxybenzyl)oxy)phenyl)boronic acid (cas: 156635-90-4Recommanded Product: 156635-90-4).

(4-((4-Methoxybenzyl)oxy)phenyl)boronic acid (cas: 156635-90-4) belongs to ethers. Ether is less polar than esters, alcohols or amines because of the oxygen atom that is unable to participate in hydrogen bonding due to the presence of bulky alkyl groups on both sides of the oxygen atom. The unique properties of ethers (i.e., that they are strongly polar, with nonbonding electron pairs but no hydroxyl group) enhance the formation and use of many reagents. For example, Grignard reagents cannot form unless an ether is present to share its lone pair of electrons with the magnesium atom. Complexation of the magnesium atom stabilizes the Grignard reagent and helps to keep it in solution.Recommanded Product: 156635-90-4

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Practical Singly and Doubly Electrophilic Aminating Agents: A New, More Sustainable Platform for Carbon-Nitrogen Bond Formation was written by Kattamuri, Padmanabha V.;Yin, Jun;Siriwongsup, Surached;Kwon, Doo-Hyun;Ess, Daniel H.;Li, Qun;Li, Guigen;Yousufuddin, Muhammed;Richardson, Paul F.;Sutton, Scott C.;Kurti, Laszlo. And the article was included in Journal of the American Chemical Society in 2017.Application In Synthesis of 4-Bromo-2,6-difluoroanisole This article mentions the following:

Given the importance of amines in a large number of biol. active natural products, active pharmaceutical ingredients, agrochems., and functional materials, the development of efficient C-N bond-forming methods with wide substrate scope continues to be at the frontier of research in synthetic organic chem. Here, authors present a general and fundamentally new synthetic approach for the direct, transition-metal-free preparation of sym. and unsym. diaryl-, arylalkyl-, and dialkylamines that relies on the facile single or double addition of readily available C-nucleophiles to the nitrogen atom of bench-stable electrophilic aminating agents. Practical single and double polarity reversal (i.e., umpolung) of the nitrogen atom is achieved using sterically and electronically tunable ketomalonate-derived imines and oximes. Overall, this novel approach represents an operationally simple, scalable, and environmentally friendly alternative to transition-metal-catalyzed C-N cross-coupling methods that are currently used to access structurally diverse secondary amines. In the experiment, the researchers used many compounds, for example, 4-Bromo-2,6-difluoroanisole (cas: 104197-14-0Application In Synthesis of 4-Bromo-2,6-difluoroanisole).

4-Bromo-2,6-difluoroanisole (cas: 104197-14-0) belongs to ethers. Ether is less polar than esters, alcohols or amines because of the oxygen atom that is unable to participate in hydrogen bonding due to the presence of bulky alkyl groups on both sides of the oxygen atom. But ether is more polar than alkenes. Electron-deficient reagents are also stabilized by ethers. For example, borane (BH3) is a useful reagent for making alcohols. Pure borane exists as its dimer, diborane (B2H6), a toxic gas that is inconvenient and hazardous to use. Borane forms stable complexes with ethers, however, and it is often supplied and used as its liquid complex with tetrahydrofuran (THF).Application In Synthesis of 4-Bromo-2,6-difluoroanisole

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Computationally Guided Molecular Design to Minimize the LE/CT Gap in D-π-A Fluorinated Triarylboranes for Efficient TADF via D and π-Bridge Tuning was written by Narsaria, Ayush K.;Rauch, Florian;Krebs, Johannes;Endres, Peter;Friedrich, Alexandra;Krummenacher, Ivo;Braunschweig, Holger;Finze, Maik;Nitsch, Joern;Bickelhaupt, F. Matthias;Marder, Todd B.. And the article was included in Advanced Functional Materials in 2020.HPLC of Formula: 365564-07-4 This article mentions the following:

In this combined exptl. and theor. study, a computational protocol is reported to predict the excited states in D-π-A compounds containing the B(^FXyl)₂ (^FXyl = 2,6-bis(trifluoromethyl)phenyl) acceptor group for the design of new thermally activated delayed fluorescence (TADF) emitters. To this end, the effect of different donor and π-bridge moieties on the energy gaps between local and charge-transfer singlet and triplet states is examined To prove this computationally aided design concept, the D-π-B(^FXyl)₂ compounds 1–5 were synthesized and fully characterized. The photophys. properties of these compounds in various solvents, polymeric film, and in a frozen matrix were investigated in detail and show excellent agreement with the computationally obtained data. Furthermore, a simple structure-property relationship is presented on the basis of the mol. fragment orbitals of the donor and the π-bridge, which minimize the relevant singlet-triplet gaps to achieve efficient TADF emitters. In the experiment, the researchers used many compounds, for example, 2-(3,5-Dimethoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (cas: 365564-07-4HPLC of Formula: 365564-07-4).

2-(3,5-Dimethoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (cas: 365564-07-4) belongs to ethers. Ether is less polar than esters, alcohols or amines because of the oxygen atom that is unable to participate in hydrogen bonding due to the presence of bulky alkyl groups on both sides of the oxygen atom. Electron-deficient reagents are also stabilized by ethers. For example, borane (BH3) is a useful reagent for making alcohols. Pure borane exists as its dimer, diborane (B2H6), a toxic gas that is inconvenient and hazardous to use. Borane forms stable complexes with ethers, however, and it is often supplied and used as its liquid complex with tetrahydrofuran (THF).HPLC of Formula: 365564-07-4

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Hydrogen peroxide oxidative desulfurization of model diesel fuel mixtures in the presence of crown ethers and transition metal peroxo complexes was written by Rakhmanov, E. V.;Jinyuan, Dan;Fedorova, O. A.;Tarakanova, A. V.;Anisimov, A. V.. And the article was included in Petroleum Chemistry in 2011.Name: 1,4,7,10-Tetraoxa-13-azacyclopentadecane This article mentions the following:

The catalytic ability of crown ethers and their complexes with transition metal cations in the desulfurization reaction of mixtures that simulate diesel fuel has been investigated. It has been found that the use of monoaza-15-crown-5-ethers with an admixture of NbCl₅ resulted in a fourfold decrease of the total sulfur content, thereby indicating partial oxidation of benzothiophenes and dibenzothiophenes. The complexation of azacrown ethers with NbCl₅ has been studied by ¹H NMR spectroscopy. A moderate efficiency of adsorption purification procedure using silica and alumina for both initial and oxidized model mixtures has been revealed. In the experiment, the researchers used many compounds, for example, 1,4,7,10-Tetraoxa-13-azacyclopentadecane (cas: 66943-05-3Name: 1,4,7,10-Tetraoxa-13-azacyclopentadecane).

1,4,7,10-Tetraoxa-13-azacyclopentadecane (cas: 66943-05-3) belongs to ethers. Of all the functional groups, ethers are the least reactive ones. Ether bonds are quite stable towards bases, oxidizing agents and reducing agents. But on the other hand, ethers undergo cleavage by reaction with acids. The unique properties of ethers (i.e., that they are strongly polar, with nonbonding electron pairs but no hydroxyl group) enhance the formation and use of many reagents. For example, Grignard reagents cannot form unless an ether is present to share its lone pair of electrons with the magnesium atom. Complexation of the magnesium atom stabilizes the Grignard reagent and helps to keep it in solution.Name: 1,4,7,10-Tetraoxa-13-azacyclopentadecane

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem