Month: October 2022

The author of 《Coupling of Trifluoroacetaldehyde N-Triftosylhydrazone with Organoboronic Acids for the Synthesis of gem-Difluoroalkenes》 were Ma, Yu; Reddy, Bhoomireddy Rajendra Prasad; Bi, Xihe. And the article was published in Organic Letters in 2019. COA of Formula: C7H9BO3 The author mentioned the following in the article:

The synthesis of alkyl gem-difluoroalkenes remains a difficult task in organic synthesis. Here, a general and efficient approach for tackling this problem by gem-difluoroolefination of trifluoroacetaldehyde N-triftosylhydrazone with organoboronic acids is reported. This protocol is operationally simple, free of transition metals, and suitable for a broad range of organoboronic acids. Moreover, the utility of the products was demonstrated by further conversion of the gem-difluorovinyl group. In the experiment, the researchers used 3-Methoxyphenylboronic acid(cas: 10365-98-7COA of Formula: C7H9BO3)

3-Methoxyphenylboronic acid(cas: 10365-98-7) belongs to boronic acids. Boronic acids are mild Lewis acids which are generally stable and easy to handle, making them important to organic synthesis.COA of Formula: C7H9BO3

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

The author of 《Monodentate Transient Directing Group Enabled Pd-Catalyzed Ortho-C-H Methoxylation and Chlorination of Benzaldehydes》 were Li, Feng; Zhou, Yirong; Yang, Heng; Wang, Ziqi; Yu, Qinqin; Zhang, Fang-Lin. And the article was published in Organic Letters in 2019. Synthetic Route of C8H8O2 The author mentioned the following in the article:

We report Pd-catalyzed ortho-C-H methoxylation and chlorination of benzaldehydes by employing monodentate transient directing groups (TDGs) as an alternative strategy to bidentate TDGs. More importantly, a single crystal of benzaldehyde imine ortho-cyclopalladium intermediate was successfully obtained, and its structure was unambiguously determined by X-ray diffraction, which clearly showed that it was a binuclear palladium species bridged by a pyridone ligand. The utility of this approach was further demonstrated through the synthesis of key intermediates of natural products and drugs. In the experiment, the researchers used many compounds, for example, 2-Methoxybenzaldehyde(cas: 135-02-4Synthetic Route of C8H8O2)

2-Methoxybenzaldehyde(cas: 135-02-4) is found in cassia oil, cinnamon bark, and cinnamon bark oil. It is a clear colorless liquid with a strong aroma. It has been used to examine the acaricidal activity of Periploca sepium oil and its active component against Tyrophagus putrescentiae.Synthetic Route of C8H8O2

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Ether – Wikipedia,
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The author of 《Visible-Light-Induced Regioselective Alkylation of Coumarins via Decarboxylative Coupling with N-Hydroxyphthalimide Esters》 were Jin, Can; Yan, Zhiyang; Sun, Bin; Yang, Jin. And the article was published in Organic Letters in 2019. Application In Synthesis of 2-Hydroxy-4-methoxybenzaldehyde The author mentioned the following in the article:

An efficient photocatalytic decarboxylative 3-position alkylation of coumarins by using alkyl N-hydroxyphthalimide esters as alkylation reagents has been developed. A variety of NHP esters derived from aliphatic carboxylic acids (primary, secondary, and tertiary) has been proved to be tolerated for this decarboxylation process, affording a broad scope of 3-alkylated coumarin derivatives in moderate to excellent yields. This protocol was highlighted by its mild conditions, readily available starting materials, operational simplicity, and wide functional group tolerance. The experimental part of the paper was very detailed, including the reaction process of 2-Hydroxy-4-methoxybenzaldehyde(cas: 673-22-3Application In Synthesis of 2-Hydroxy-4-methoxybenzaldehyde)

2-Hydroxy-4-methoxybenzaldehyde(cas: 673-22-3) is the main component of root bark essential oil of Periploca sepium Bunge. It is a potential tyrosinase inhibitor present in African medicinal plants. 2-Hydroxy-4-methoxybenzaldehyde was used in the synthesis of Schiff base ligand.Application In Synthesis of 2-Hydroxy-4-methoxybenzaldehyde

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Ether – Wikipedia,
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《Rationally Designed Polymer Conjugate for Tumor-Specific Amplification of Oxidative Stress and Boosting Antitumor Immunity》 was published in Nano Letters in 2020. These research results belong to Ma, Sheng; Song, Wantong; Xu, Yudi; Si, Xinghui; Lv, Shixian; Zhang, Yu; Tang, Zhaohui; Chen, Xuesi. Electric Literature of C10H20O5 The article mentions the following:

The crosstalk between tumor and stroma cells is a central scenario in the tumor microenvironment (TME). While the predominant effect of tumor cells on immune cells is establishing an immunosuppressive context, tumor cell death at certain conditions will boost antitumor immunity. Herein, we report a rationally designed tumor specific enhanced oxidative stress polymer conjugate (TSEOP) for boosting antitumor immunity. The TSEOP is prepared by Passerini reaction between cinnamaldehyde (CA), 4-formylbenzeneboronic acid pinacol ester, and 5-isocyanopent-1-yne, followed by azide-alkyne click reaction with poly(L-glutamic acid)-graft-poly(ethylene glycol) monomethyl ether (PLG-g-mPEG). Under tumor stimuli condition, CA and quinone methide (QM) are quickly generated, which cooperatively induce strong oxidative stress, immunogenic tumor cell death (ICD), and activation of antigen presenting cells. In vivo studies show that the TSEOP treatment boosts tumor-specific antitumor immunity and eradicates both murine colorectal and breast tumors. This study should be inspirational for designing polymers as immunotherapeutics in cancer therapy. In the experiment, the researchers used 1,4,7,10,13-Pentaoxacyclopentadecane(cas: 33100-27-5Electric Literature of C10H20O5)

1,4,7,10,13-Pentaoxacyclopentadecane(cas: 33100-27-5) is a member of crown ether Ligands. Crown-ethers are macrocyclic polyethers capable of forming host-guest complexes, especially with inorganic and organic cations. Crown-ethers can incorporate protonated primary amine compounds by formation of ion-dipole bonds with the oxygen atoms of the chiral selector. Crown-ethers have been widely used for the separation of several pharmaceuticals both in aqueous and non-aqueous media. Electric Literature of C10H20O5

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

《In-vitro and in-silico evaluations of heterocyclic-containing diarylpentanoids as Bcl-2 inhibitors against LoVo colorectal cancer cells》 was published in Molecules in 2020. These research results belong to Leong, Sze Wei; Chia, Suet Lin; Abas, Faridah; Yusoff, Khatijah. Computed Properties of C8H8O2 The article mentions the following:

In the present study, we investigated the in-vitro anti-cancer potential of six diarylpentanoids against a panel of BRAF- and KRAS-mutated colorectal cancer cell lines including T84, SW620, LoVo, HT29, NCI-H508, RKO, and LS411N cells. Structure-activity relationship study suggested that the insertions of tetrahydro-4H-thiopyran-4-one and brominated Ph moieties are essential for better cytotoxicity. Among the evaluated analogs, 2e has been identified as the lead compound due to its low IC50 values of approx. 1μM across all cancer cell lines and high chemotherapeutic index of 7.1. Anti-proliferative studies on LoVo cells showed that 2e could inhibit cell proliferation and colony formations by inducing G2/M cell cycle arrest. Subsequent cell apoptosis assay confirmed that 2e is a Bcl-2 inhibitor that could induce intrinsic cell apoptosis by creating a cellular redox imbalance through its direct inhibition on the Bcl-2 protein. Further mol. docking studies revealed that the bromophenyl moieties of 2e could interact with the Bcl-2 surface pocket through hydrophobic interaction, while the tetrahydro-4H-thiopyran-4-one fragment could form addnl. Pi-sulfur and Pi-alkyl interactions in the same binding site. In all, the present results suggest that 2e could be a potent lead that deserves further modification and investigation in the development of a new Bcl-2 inhibitor.2-Methoxybenzaldehyde(cas: 135-02-4Computed Properties of C8H8O2) was used in this study.

2-Methoxybenzaldehyde(cas: 135-02-4) is used as a flavor agent in foods including nonalcoholic/alcoholic beverages, baked goods, chewing gum, confections, frozen dairy, fruit ices, hard/soft candy, instant coffee, tea, Jams, jellies, and milk products. It also has been used to obtain good enantioselectivities using Cu(OAc)(2)-bis(oxazolines) via hydrogen bonding in asymmetric Henry reaction.Computed Properties of C8H8O2

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

《Synthesis, single crystal X-ray structure, Hirshfeld surface analysis, DFT computations, docking studies on aurora kinases and an anticancer property of 3-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-6-methoxy-4H-chromen-4-one》 was published in Crystals in 2020. These research results belong to Ahn, Seunghyun; Sung, Jiha; Lee, Ji Hye; Yoo, Miri; Lim, Yoongho; Shin, Soon Young; Koh, Dongsoo. SDS of cas: 4637-24-5 The article mentions the following:

The isoflavone compound 3-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-6-methoxy-4H- chromen-4-one I was prepared and structurally characterized using NMR, mass spectrum and X- ray crystallog. Compound I, was crystallized in the monoclinic space group P21/n with the cell parameters; a = 7.1869(4) Å, b = 10.2764(6) Å, c = 19.6771(10) Å, β = 99.442(2)°, V = 1433.57(14) Å3, Z = 4. In the title compound, the chromenone ring system was slightly twisted from planarity and the dihedral angle formed between the plane of the chromenone ring and benzene ring is 47.75°. Several intermol. hydrogen bonds made the crystal stabilized in the three- dimensional structure, which was confirmed by Hirshfeld surface anal. D. functional theory (DFT) calculations at the B3LYP/6-311++G(d,p) level were carried out and the calculated geometric parameters were compared with the exptl. results. A frontier MO calculation was performed to reveal that the energy values of HOMO (HOMO) and lowest un-occupied MO (LUMO) were -5.8223 eV and -1.8447 eV, and the HOMO-LUMO energy gap was 3.9783 eV. A clonogenic long-term survival assay of compound 6 against HCT116 human colon cancer cells showed an anti-cancer ability, with GI50 value of 24.9μM. Docking experiments within the active sites of aurora kinase A and B were carried out to explain the anti-cancer property of compound I. The experimental process involved the reaction of N,N-Dimethylformamide Dimethyl Acetal(cas: 4637-24-5SDS of cas: 4637-24-5)

N,N-Dimethylformamide Dimethyl Acetal(cas: 4637-24-5) belongs to anime. The methylamines occur in small amounts in some plants. Many polyfunctional amines (i.e., those having other functional groups in the molecule) occur as alkaloids in plants—for example, mescaline, 2-(3,4,5-trimethoxyphenyl)ethylamine; the cyclic amines nicotine, atropine, morphine, and cocaine; and the quaternary salt choline, N-(2-hydroxyethyl)trimethylammonium chloride, which is present in nerve synapses and in plant and animal cells.SDS of cas: 4637-24-5

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

Kathe, Prasad M.; Berkefeld, Andreas; Fleischer, Ivana published their research in Synlett in 2021. The article was titled 《Nickel Hydride Catalyzed Cleavage of Allyl Ethers Induced by Isomerization》.HPLC of Formula: 150-19-6 The article contains the following contents:

This report discloses the deallylation of O-allyl functional group containing compounds ROCH2CHCH2 (R = 4-chlorophenyl, (3S)-3,7-dimethyloct-6-en-1-yl, 2-(4-methylcyclohex-3-en-1-yl)propan-2-yl, etc.) and N-allyl functional group containing compound N-Allyl-N-methylbenzamide by using a combination of a Ni-H precatalyst and excess Bronsted acid. Key steps are the isomerization of the O- or N-allyl group through Ni-catalyzed double-bond migration followed by Bronsted acid induced O/N-C bond hydrolysis. A variety of functional groups are tolerated in this protocol, highlighting its synthetic value. The results came from multiple reactions, including the reaction of m-Methoxyphenol(cas: 150-19-6HPLC of Formula: 150-19-6)

m-Methoxyphenol(cas: 150-19-6) may be used in synthesis of:C(4) symmetric calix[4]resorcinarene, 2-nitroso-5-methoxyphenol, 6-methoxy-2(3H)-benzoxazoloneHPLC of Formula: 150-19-6

Referemce:
Ether – Wikipedia,
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Li, Wu; Qu, Ruiyang; Liu, Weiping; Bourriquen, Florian; Bartling, Stephan; Rockstroh, Nils; Junge, Kathrin; Beller, Matthias published their research in Chemical Science in 2021. The article was titled 《Copper-catalysed low-temperature water-gas shift reaction for selective deuteration of aryl halides》.Product Details of 2398-37-0 The article contains the following contents:

Herein, a practical and stable heterogeneous copper catalyst permits for dehalogenative deuteration via water-gas shift reaction at comparably low temperature This novel approach allows deuteration of diverse (hetero)aryl halides RBr (R = 6-methoxynaphthalen-2-yl, 3-cyano-4-(morpholin-4-yl)phenyl, 2-phenylpyridine, etc.) with good functional group tolerance, and no reduction of the aromatic rings or other easily reducible formyl and cyano groups. Multi-gram experiments show the potential of this method in organic synthesis and medicinal chem. In the experiment, the researchers used many compounds, for example, 1-Bromo-3-methoxybenzene(cas: 2398-37-0Product Details of 2398-37-0)

1-Bromo-3-methoxybenzene(cas: 2398-37-0) is a compound useful in organic synthesis and other chemical processes. It is an intermediate used for pharmaceuticals, perfumes and agrochemicals.Product Details of 2398-37-0

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

Liu, Le; Nevado, Cristina published their research in Organometallics in 2021. The article was titled 《Diaryl Ether Formation Merging Photoredox and Nickel Catalysis》.Related Products of 2398-37-0 The article contains the following contents:

Photoredox and Ni catalysis are combined to produce diaryl ethers under mild conditions. A broad range of aryl halides and phenol derivatives are cross-coupled in the presence of a readily available organic photocatalyst and NiBr2(dtbpy). Sym. diaryl ethers have also been directly obtained from aryl bromides in the presence of water. Mechanistic investigations support the involvement of Ni(0) species at the outset of the reaction and a Ni(II)/Ni(III)-photocatalyzed single electron transfer process preceding the productive C(sp2)-OAr reductive elimination.1-Bromo-3-methoxybenzene(cas: 2398-37-0Related Products of 2398-37-0) was used in this study.

1-Bromo-3-methoxybenzene(cas: 2398-37-0) can be used in chemical reaction as intermediates to obtain target materials such as dyes, pharmaceuticals, perfumes, photoinitiators and agrochemicals.Related Products of 2398-37-0

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

Sun, Han; Guo, Qianping; Shi, Chen; McWilliam, Ross H.; Chen, Jianquan; Zhu, Caihong; Han, Fengxuan; Zhou, Pinghui; Yang, Huilin; Liu, Jinbo; Sun, Xiaoliang; Meng, Bin; Shu, Wenmiao; Li, Bin published an article in 2022. The article was titled 《CD271 antibody-functionalized microspheres capable of selective recruitment of reparative endogenous stem cells for in situ bone regeneration》, and you may find the article in Biomaterials.Safety of 6-(3-(Adamantan-1-yl)-4-methoxyphenyl)-2-naphthoic acid The information in the text is summarized as follows:

In the strategy of in situ bone regeneration, it used to be difficult to specifically recruit bone marrow mesenchymal stem cells (BM-MSCs) by a single marker. Recently, CD271 has been considered to be one of the most specific markers to isolate BM-MSCs; however, the effectiveness of CD271 antibodies in recruiting BM-MSCs has not been explored yet. In this study, we developed novel CD271 antibody-functionalized chitosan (CS) microspheres with the aid of polydopamine (PDA) coating to recruit endogenous BM-MSCs for in situ bone regeneration. The CS microspheres were sequentially modified with PDA and CD271 antibody through dopamine self-polymerization and bioconjugation, resp. In vitro studies showed that the CD271 antibody-functionalized microspheres selectively captured significantly more BM-MSCs from a fluorescently labeled heterotypic cell population than non-functionalized controls. In addition, the PDA coating was critical for supporting stable adhesion and proliferation of the captured BM-MSCs. Effective early recruitment of CD271+ stem cells by the functionalized microspheres at bone defect site of SD rat was observed by the CD271/DAPI immunofluorescence staining, which led to significantly enhanced new bone formation in rat femoral condyle defect over long term. Together, findings from this study have demonstrated, for the first time, that the CD271 antibody-functionalized CS microspheres are promising for in situ bone regeneration. In the experimental materials used by the author, we found 6-(3-(Adamantan-1-yl)-4-methoxyphenyl)-2-naphthoic acid(cas: 106685-40-9Safety of 6-(3-(Adamantan-1-yl)-4-methoxyphenyl)-2-naphthoic acid)

6-(3-(Adamantan-1-yl)-4-methoxyphenyl)-2-naphthoic acid(cas:106685-40-9) may be used as a pharmaceutical reference standard for the quantification of the analyte in topical gel formulations using high-performance liquid chromatography technique.Safety of 6-(3-(Adamantan-1-yl)-4-methoxyphenyl)-2-naphthoic acid

Referemce:
Ether – Wikipedia,
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