Tag: 100-200

Potenti, Simone; Spada, Lorenzo; Fuse, Marco; Mancini, Giordano; Gualandi, Andrea; Leonardi, Costanza; Cozzi, Pier Giorgio; Puzzarini, Cristina; Barone, Vincenzo published an article in 2021. The article was titled 《4-Fluoro-Threonine: From Diastereoselective Synthesis to pH-Dependent Conformational Equilibrium in Aqueous Solution》, and you may find the article in ACS Omega.Name: 2-(Benzyloxy)acetaldehyde The information in the text is summarized as follows:

4-Fluorothreonine, the only fluoro amino acid of natural origin discovered so far, is an interesting target for both synthetic and theor. investigations. In this work, we lay the foundation for spectroscopic characterization of 4-fluorothreonine. First, we report a diastereoselective synthetic route, which is suitable to produce synthetic material for exptl. characterization. The addition of the com. available Et isocyanoacetate to benzyloxyacetaldehyde led to the corresponding benzyloxy-oxazoline, which was hydrolyzed and transformed into Et (4S*,5S*)-5-hydroxymethyl-2-oxo-4-oxazolidinecarboxylate in a few steps. Fluorination with diethylamino sulfur trifluoride (DAST) afforded Et (4S*,5S*)-5-fluoromethyl-2-oxo-4-oxazolidinecarboxylate, which was deprotected to give the desired diastereomerically pure 4-fluorothreonine, in 8-10% overall yield. With the synthetic material in our hands, acid-base titrations have been carried out to determine acid dissociation constants and the isoelec. point, which is the testing ground for the theor. anal. We have used machine learning coupled with quantum chem. at the state-of-the-art to analyze the conformational space of 4-fluoro-threonine, with the aim of gaining insights from the comparison of computational and exptl. results. Indeed, we have demonstrated that our approach, which couples a last-generation double-hybrid d. functional including empirical dispersion contributions with a model combining explicit first-shell mols. and a polarizable continuum for describing solvent effects, provides results and trends in remarkable agreement with experiments Finally, the conformational anal. applied to fluoro amino acids represents an interesting study for the effect of fluorine on the stability and population of conformers. After reading the article, we found that the author used 2-(Benzyloxy)acetaldehyde(cas: 60656-87-3Name: 2-(Benzyloxy)acetaldehyde)

2-(Benzyloxy)acetaldehyde(cas: 60656-87-3) is a non-natural aldehyde. It undergoes enantioselective Mukaiyama aldol reaction with silylketene acetal nucleophiles in the presence of C2-symmetric bis(oxazolinyl)pyridine Cu(II) complex (catalyst).Name: 2-(Benzyloxy)acetaldehyde

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Li, Xuefei; Gao, Xing; He, Chun-Yang; Zhang, Xingang published their research in Organic Letters in 2021. The article was titled 《Using Chlorotrifluoroethane for Trifluoroethylation of (Hetero)aryl Bromides and Chlorides via Nickel Catalysis》.Formula: C7H7BrO The article contains the following contents:

A nickel-catalyzed reductive cross-coupling between industrial chem. CF3CH2Cl and (hetero)aryl bromides and chlorides was reported. The reaction was synthetically simple without the preparation of arylmetals and exhibits high functional group tolerance. The utility of this protocol was demonstrated by the late-stage modification of pharmaceuticals, providing a facile route for medicinal chem. In the experiment, the researchers used 1-Bromo-3-methoxybenzene(cas: 2398-37-0Formula: C7H7BrO)

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.Formula: C7H7BrO

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O’Brien, Connor J.; Nicewicz, David A. published their research in Synlett in 2021. The article was titled 《Milled Dry Ice as a C1 Source for the Carboxylation of Aryl Halides》.Category: ethers-buliding-blocks The article contains the following contents:

Here, it is shown that the use of milled dry ice as a method to promote the availability of CO2 in a reaction solution, permitting practical synthesis of arylcarboxylic acids RC(O)OH (R = 4-fluoro-2,6-dimethylphenyl, naphthalen-2-yl, 1-methyl-1H-indol-5-yl, etc.). Notably, the use of milled dry ice produces marked increases in yields relative to those obtained with gaseous CO2, as previously reported in the literature. In the experimental materials used by the author, we found 1-Bromo-3-methoxybenzene(cas: 2398-37-0Category: ethers-buliding-blocks)

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.Category: ethers-buliding-blocks

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Ether – Wikipedia,
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《Catalyst-solvent system for pase approach to hydroxyquinolinone-substituted chromeno[2,3-b]pyridines its quantum chemical study and investigation of reaction mechanism》 was published in Molecules in 2020. These research results belong to Ryzhkov, Fedor V.; Ryzhkova, Yuliya E.; Elinson, Michail N.; Vorobyev, Stepan V.; Fakhrutdinov, Artem N.; Vereshchagin, Anatoly N.; Egorov, Mikhail P.. COA of Formula: C8H8O3 The article mentions the following:

The Pot, Atom, and Step Economy (PASE) approach is based on the Pot economy principle and unites it with the Atom and Step Economy strategies; it ensures high efficiency, simplicity and low waste formation. The PASE approach is widely used in multicomponent chem. This approach was adopted for the synthesis of previously unknown hydroxyquinolinone substituted chromeno[2,3-b]pyridines via reaction of salicylaldehydes, malononitrile dimer and hydroxyquinolinone. It was shown that an ethanol-pyridine combination is more beneficial than other inorganic or organic catalysts. Quantum chem. studies showed that chromeno[2,3-b]pyridines has potential for corrosion inhibition. Real time 1H NMR monitoring was used for the investigation of reaction mechanism and 2-((2H-chromen-3-yl)methylene)malononitrile was defined as a key intermediate in the reaction. In the experimental materials used by the author, we found 2-Hydroxy-4-methoxybenzaldehyde(cas: 673-22-3COA of Formula: C8H8O3)

2-Hydroxy-4-methoxybenzaldehyde(cas: 673-22-3) is employed in the synthesis of Schiff base ligand. It is applied as a reactant in the synthesis of LPA1R antagonists used in the inhibition of LPA-induced proliferation and contraction of normal human lung fibroblasts. Also used in the synthesis of tyrosine kinase 6 proteinase inhibitors.COA of Formula: C8H8O3

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《Leveraging the Hydroarylation of α-(Trifluoromethyl)styrenes to Access Trifluoromethylated All-Carbon Quaternary Centers》 was written by Vayer, Marie; Mayer, Robert J.; Moran, Joseph; Lebœuf, David. Recommanded Product: 10365-98-7This research focused ontrifluorodiarylalkane regioselective preparation mechanism; styrene trifluoromethyl arene hydroarylation triflic acid hexafluoroisopropanol. The article conveys some information:

α-(Trifuoromethyl)styrenes are attractive olefin building blocks that have eluded hydroarylation processes. Here, the authors demonstrate that the use of a promoter system featuring triflic acid and hexafluoroisopropanol enables hydroarylation to directly build trifluoromethylated all-carbon quaternary centers. The observed reactivity significantly enriches the scope of hydroarylation of inactivated styrenes, e.g., 1-(trifluoromethyl)styrene, and provides straightforward access to trifluoromethylated diarylalkanes of interest, e.g., 1-methoxy-4-(1,1,1-trifluoro-2-phenylpropan-2-yl)benzene. Gram-scale reactions and further functionalizations illustrate the synthetic potential of this approach. In the experiment, the researchers used 3-Methoxyphenylboronic acid(cas: 10365-98-7Recommanded Product: 10365-98-7)

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.Recommanded Product: 10365-98-7

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HPLC of Formula: 150-19-6In 2020 ,《Silver-Catalyzed para-Selective Amination and Aminative Dearomatization of Phenols with Azodicarboxylates in Water》 was published in Organic Letters. The article was written by Zhao, Ruinan; Zhou, Zhong; Liu, Jixiang; Wang, Xia; Zhang, Qian; Li, Dong. The article contains the following contents:

An efficient silver-catalyzed para-selective amination and aminative dearomatization of phenols with azodicarboxylates was developed. It afforded the para-aminophenols or amino cyclohexadieneones from free phenols depending on whether it has a para-substituent. The reaction proceeded smoothly in water under simple and mild conditions, giving the highly selective products in good yields within a short reaction time. It also showed broad substrate scope and good functional group compatibility. In the experimental materials used by the author, we found m-Methoxyphenol(cas: 150-19-6HPLC of Formula: 150-19-6)

m-Methoxyphenol(cas: 150-19-6) may be used as an analytical standard for the determination of the analyte in wine, coffee beans, wood samples, and mainstream smoke by gas chromatography (GC) based techniques.HPLC of Formula: 150-19-6

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In 2022,Chu, Wen-Dao; Liang, Tian-Tian; Ni, Hao; Dong, Zhi-Hong; Shao, Zhihui; Liu, Yong; He, Cheng-Yu; Bai, Ruopeng; Liu, Quan-Zhong published an article in Organic Letters. The title of the article was 《Palladium-Catalyzed Intermolecular Asymmetric Dearomative Annulation of Phenols with Vinyl Cyclopropanes》.Synthetic Route of C7H8O2 The author mentioned the following in the article:

Herein, the Pd(0)-catalyzed intermol. asym. dearomative [3+2] annulation of phenols with vinyl cyclopropanes via in situ generated ortho-quinone methide intermediates was reported. A series of highly functionalized spiro-[5,6]bicycles, e.g., I which bear three contiguous stereogenic centers including one all-carbon quaternary were obtained with excellent stereoselectivities. D. functional theory (DFT) calculations indicated that the reactions were controlled by thermodn. In the part of experimental materials, we found many familiar compounds, such as m-Methoxyphenol(cas: 150-19-6Synthetic Route of C7H8O2)

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)-benzoxazoloneSynthetic Route of C7H8O2

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Ether – Wikipedia,
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Zhao, Jing; Chen, Jiuxi; Xu, Qing; Li, Huan published their research in Organic Letters in 2021. The article was titled 《Synthesis of Benzoxaboroles by ortho-Oxalkylation of Arylboronic Acids with Aldehydes/Ketones in the Presence of Bronsted Acids》.Application In Synthesis of 2-(Benzyloxy)acetaldehyde The article contains the following contents:

Herein the authors describe a simple and efficient synthesis of benzoxaboroles from arylboronic acids and aldehydes or ketones in the presence of a Bronsted acid. This method greatly simplifies the starting materials and reduces the number of reaction steps. The reaction can also be accomplished with acetals and ketals. The reaction has a wide substrate scope and high practicability. After reading the article, we found that the author used 2-(Benzyloxy)acetaldehyde(cas: 60656-87-3Application In Synthesis of 2-(Benzyloxy)acetaldehyde)

2-(Benzyloxy)acetaldehyde(cas: 60656-87-3) may be used in the following syntheses: (3S,5S)-methyl 6-benzyloxy-3,5-dihydroxyhexanoate ,(S)-5-benzyloxy-4-hydroxypentan-2-one, myxothiazols.Application In Synthesis of 2-(Benzyloxy)acetaldehyde

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《Facile synthesis of controllable graphene-co-shelled reusable Ni/NiO nanoparticles and their application in the synthesis of amines under mild conditions》 was written by Liu, Jianguo; Zhu, Yuting; Wang, Chenguang; Singh, Thishana; Wang, Nan; Liu, Qiying; Cui, Zhibing; Ma, Longlong. Application of 135-02-4 And the article was included in Green Chemistry in 2020. The article conveys some information:

The primary objective of many researchers in chem. synthesis is the development of recyclable and easily accessible catalysts. These catalysts should preferably be made from Earth-abundant metals and have the ability to be utilized in the synthesis of pharmaceutically important compounds Amines are classified as privileged compounds, and are used extensively in the fine and bulk chem. industries, as well as in pharmaceutical and materials research. In many laboratories and in industry, transition metal catalyzed reductive amination of carbonyl compounds is performed using predominantly ammonia and H2. However, these reactions usually require precious metal-based catalysts or RANEY nickel, and require harsh reaction conditions and yield low selectivity for the desired products. Herein, we describe a simple and environmentally friendly method for the preparation of thin graphene spheres that encapsulate uniform Ni/NiO nanoalloy catalysts (Ni/NiO@C) using nickel citrate as the precursor. The resulting catalysts are stable and reusable and were successfully used for the synthesis of primary, secondary, tertiary, and N-methylamines (more than 62 examples). The reaction couples easily accessible carbonyl compounds (aldehydes and ketones) with ammonia, amines, and H2 under very mild industrially viable and scalable conditions (80°C and 1 MPa H2 pressure, 4 h), offering cost-effective access to numerous functionalized, structurally diverse linear and branched benzylic, heterocyclic, and aliphatic amines including drugs and steroid derivatives We have also demonstrated the scale-up of the heterogeneous amination protocol to gram-scale synthesis. Furthermore, the catalyst can be immobilized on a magnetic stirring bar and be conveniently recycled up to five times without any significant loss of catalytic activity and selectivity for the product.2-Methoxybenzaldehyde(cas: 135-02-4Application of 135-02-4) 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.Application of 135-02-4

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《Deuteration of Formyl Groups via a Catalytic Radical H/D Exchange Approach》 was published in ACS Catalysis in 2020. These research results belong to Zhang, Yueteng; Ji, Peng; Dong, Yue; Wei, Yongyi; Wang, Wei. Formula: C8H8O2 The article mentions the following:

H/D exchange at formyl groups represents the straightforward approach to C-1 deuterated aldehydes. This transformation has been recently realized by transition metal and NHC carbene catalysis. Mechanistically, all of these processes involve an ionic pathway. Herein, we report a distinct photoredox catalytic, visible light mediated neutral radical approach. Selective control of highly reactive acyl radical in the energy barrier surmountable, reversible reaction enables driving the formation of deuterated products when an excess of D2O is employed. The power of the H/D exchange process has been demonstrated for not only aromatic aldehydes but also aliphatic substrates, which have been difficult in transitional metal catalyzed H/D exchange reactions, and for selective late-stage deuterium incorporation into complex structures with uniformly high deuteration level (>90%). In the part of experimental materials, we found many familiar compounds, such as 2-Methoxybenzaldehyde(cas: 135-02-4Formula: C8H8O2)

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.Formula: C8H8O2

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