Month: October 2022

Brown, Charles; Sikkel, Bernardus J.; Carvalho, Christopher F.; Sargent, Melvyn V. published their research in Journal of the Chemical Society on December 31 ,1982. The article was titled 《A new phenanthrene synthesis》.Safety of (3-Methoxy-2-methylphenyl)methanol The article contains the following contents:

Treatment of substituted (Z)-2-chlorostilbenes with activated Mg, prepared by reduction of MgCl2 with K in THF containing KI, gave phenanthrenes. E.g., treatment 2-ClC6H4CH:CHC6H4R-2 (R = H, OMe) with activated Mg in refluxing THF for 12 h gave phenanthrenes I (R = H, OMe) in 83 and 76% yield, resp. The reaction mechanism involves homolytic substitution. The experimental process involved the reaction of (3-Methoxy-2-methylphenyl)methanol(cas: 33797-34-1Safety of (3-Methoxy-2-methylphenyl)methanol)

(3-Methoxy-2-methylphenyl)methanol(cas: 33797-34-1) belongs to ethers. Ethers lack the hydroxyl groups of alcohols. Without the strongly polarized O―H bond, ether molecules cannot engage in hydrogen bonding with each other. Safety of (3-Methoxy-2-methylphenyl)methanol

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

In 2016,Almaliti, Jehad; Al-Hamashi, Ayad A.; Negmeldin, Ahmed T.; Hanigan, Christin L.; Perera, Lalith; Pflum, Mary Kay H.; Casero, Robert A.; Tillekeratne, L. M. Viranga published 《Largazole Analogues Embodying Radical Changes in the Depsipeptide Ring: Development of a More Selective and Highly Potent Analogue》.Journal of Medicinal Chemistry published the findings.Category: ethers-buliding-blocks The information in the text is summarized as follows:

A number of analogs of the marine-derived histone deacetylase inhibitor largazole incorporating major structural changes in the depsipeptide ring were synthesized. Replacing the thiazole-thiazoline fragment of largazole with a bipyridine group gave analog (I) with potent cell growth inhibitory activity and an activity profile similar to that of largazole, suggesting that conformational change accompanying switching hybridization from sp3 to sp2at C-7 is well tolerated. Analog I was more class I selective compared to largazole, with at least 464-fold selectivity for class I HDAC proteins over class II HDAC6 compared to a 22-fold selectivity observed with largazole. To our knowledge I represents the first example of a potent and highly cytotoxic largazole analog not containing a thiazoline ring. The elimination of a chiral center derived from the unnatural amino acid (R)-α-methylcysteine makes the mol. more amenable to chem. synthesis and, coupled with its increased class I selectivity, I could serve as a new lead compound for developing selective largazole analogs. The experimental part of the paper was very detailed, including the reaction process of tert-Butyl (2-(2-hydroxyethoxy)ethyl)carbamate(cas: 139115-91-6Category: ethers-buliding-blocks)

tert-Butyl (2-(2-hydroxyethoxy)ethyl)carbamate(cas: 139115-91-6) belongs to ethers.The C-O bonds that comprise simple ethers are strong. They are unreactive toward all but the strongest bases. Although generally of low chemical reactivity, they are more reactive than alkanes. Category: ethers-buliding-blocks

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

In 2019,Nature (London, United Kingdom) included an article by Berger, Florian; Plutschack, Matthew B.; Riegger, Julian; Yu, Wanwan; Speicher, Samira; Ho, Matthew; Frank, Nils; Ritter, Tobias. Application of 10365-98-7. The article was titled 《Site-selective and versatile aromatic C-H functionalization by thianthrenation》. The information in the text is summarized as follows:

Direct C-H functionalization can quickly increase useful structural and functional mol. complexity. Site selectivity can sometimes be achieved through appropriate directing groups or substitution patterns-in the absence of such functionality, most aromatic C-H functionalization reactions provide more than one product isomer for most substrates. Development of a C-H functionalization reaction that proceeds with high positional selectivity and installs a functional group that can serve as a synthetic linchpin for further functionalization would provide access to a large variety of well-defined arene derivatives Here we report a highly selective aromatic C-H functionalization reaction that does not require a particular directing group or substitution pattern to achieve selectivity, and provides functionalized arenes that can participate in various transformations. We introduce a persistent sulfur-based radical to functionalize complex arenes with high selectivity and obtain thianthrenium salts, e.g., I that are ready to engage in different transformations, via both transition-metal and photoredox catalysis. This transformation differs fundamentally from all previous aromatic C-H functionalization reactions in that it provides direct access to a large number of derivatives of complex small mols., quickly generating functional diversity with selectivity that is not achievable by other methods. In the experiment, the researchers used 3-Methoxyphenylboronic acid(cas: 10365-98-7Application of 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.Application of 10365-98-7

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

In 2019,European Journal of Chemistry included an article by Nongrum, Stability; Das, Susma; Khanikar, Shikpika; Vishwakarma, Jai Narain. SDS of cas: 4637-24-5. The article was titled 《Synthesis, structural elucidation and X-ray crystallographic studies of 1-(3,5-bis(trifluoromethyl)phenyl)-3-(dimethylamino)prop-2-en-1-one》. The information in the text is summarized as follows:

A new enaminone was synthesized by reacting 3,5-bis-(trifluoromethyl)acetophenone and N,N-dimethylformamide di-Me acetal and its detailed structural and crystalline properties were studied. The crystal data were found to be as C13H11F6NO, monoclinic, space group P21/c (number 14), a = 8.1556(8) Å, b = 24.877(3) Å, c = 7.6067(7) Å, β = 116.745(6)°, V = 1378.2(3) Å3, Z = 4, T = 293(2) K, μ(MoKα) = 0.150 mm-1, Dcalc = 1.500 g/cm3, 40777 reflections measured (5.594° ≤ 2θ ≤ 56.786°), 3413 unique (Rint = 0.1040, Rsigma = 0.0584) which were used in all calculations The final R1 was 0.0771 (I > 2σ(I)) and wR2 was 0.2541 (all data). The experimental part of the paper was very detailed, including the reaction process 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. Reaction with nitrous acid (HNO2), which functions as an acylating agent that is a source of the nitrosyl group (―NO), converts aliphatic primary amines to nitrogen and mixtures of alkenes and alcohols corresponding to the alkyl group in a complex process. This reaction has been used for analytical determination of primary amino groups in a procedure known as the Van Slyke method.SDS of cas: 4637-24-5

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

In 2019,Journal of Heterocyclic Chemistry included an article by Wang, Xianheng; Chen, Song; Zhao, Changkuo; Long, Liangye; Wang, Yuhe. COA of Formula: C5H13NO2. The article was titled 《Preparation of Dolutegravir Intermediate Diastereomer》. The information in the text is summarized as follows:

A convenient method was developed to prepare the diastereomer of dolutegravir tricyclic intermediate in the catalysis of EDCI/DMAP in up to 87% yield. Different solvents, temperature, and times were optimized. The synthesized diastereomer 6′ could be used as a standard for the industrial manufacture requirement of dolutegravir active pharmaceutical ingredient. The experimental part of the paper was very detailed, including the reaction process of N,N-Dimethylformamide Dimethyl Acetal(cas: 4637-24-5COA of Formula: C5H13NO2)

N,N-Dimethylformamide Dimethyl Acetal(cas: 4637-24-5) belongs to anime. Large quantities of aliphatic amines are made synthetically. The most widely used industrial method is the reaction of alcohols with ammonia at a high temperature, catalyzed by metals or metal oxide catalysts (e.g., nickel or copper). Mixtures of primary, secondary, and tertiary amines are thereby produced.COA of Formula: C5H13NO2

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

The author of 《Enantioselective resolution of side-chain modified gem-difluorinated alcohols catalysed by Candida antarctica lipase B and monitored by capillary electrophoresis》 were Pomeisl, Karel; Lamatova, Nikola; Solinova, Veronika; Pohl, Radek; Brabcova, Jana; Kasicka, Vaclav; Krecmerova, Marcela. And the article was published in Bioorganic & Medicinal Chemistry in 2019. Electric Literature of C9H10O2 The author mentioned the following in the article:

An enzymic alternative to the chem. synthesis of chiral gem-difluorinated alcs. has been developed. The method is highly effective and stereoselective, feasible at laboratory temperature, avoiding the use of toxic heavy metal catalysts which is an important benefit in medicinal chem. including the synthesis of drugs and drug precursors. Candida antarctica lipases A and B were applied for the enantioselective resolution of side-chain modified gem-difluorinated alcs., (R)- and (S)-3-benzyloxy-1,1-difluoropropan-2-ols (1a and 1b), compounds serving as chiral building blocks in the synthesis of various bioactive mols. bearing a gem-difluorinated grouping. The catalytic activity of these lipases was investigated for the chiral acetylation of 1a and 1b in non-polar solvents using vinyl acetate as an acetyl donor. The dependence of the reaction course on various substrate and enzyme concentrations, reaction time, and temperature was monitored by chiral capillary electrophoresis (CE) using sulfobutyl ether β-cyclodextrin as a stereoselective additive of the aqueous background electrolyte. The application of CE, NMR, and MS methods has proved that the complex enzyme effect of Candida antarctica lipase B leads to the thermodynamically stable (S)-enantiomer 1b instead of the expected acetylated derivatives In contrast, the enantioselective acetylation of racemic alc. 1 was observed as a kinetically controlled process, where (R)-enantiomer 1a was formed as the main product. This process was followed by enzymic hydrolysis and chiral isomerization. Finally, single pure enantiomers 1a and 1b were isolated and their absolute configurations were assigned from NMR anal. after esterification with Mosher’s acids. In the experiment, the researchers used many compounds, for example, 2-(Benzyloxy)acetaldehyde(cas: 60656-87-3Electric Literature of C9H10O2)

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).Electric Literature of C9H10O2

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

The author of 《Nucleophilic Halogenation of Cyclic Nitronates: A General Access to 3-Halo-1,2-Oxazines》 were Malykhin, Roman S.; Kokuev, Aleksandr O.; Dorokhov, Valentin S.; Nelyubina, Yulia V.; Tartakovsky, Vladimir A.; Tabolin, Andrey A.; Ioffe, Sema L.; Sukhorukov, Alexey Yu.. And the article was published in Journal of Organic Chemistry in 2019. COA of Formula: C9H10O2 The author mentioned the following in the article:

In the article, comprehensive studies on the nucleophilic chlorination and bromination of readily available six-membered cyclic nitronates (1,2-oxazine-N-oxides) are reported. Under optimized conditions (POCl3 or (COBr)2 with Hunig’s base), 3-halo-substituted 1,2-oxazines, which are difficult to access by other routes, were obtained in good to high yields. The latter were shown to be convenient precursors to other 3-substituted 1,2-oxazine derivatives using Lewis/Bronsted acid-assisted substitution of the halide atom for C-, S- and N-nucleophiles. The results came from multiple reactions, including the reaction of 2-(Benzyloxy)acetaldehyde(cas: 60656-87-3COA of Formula: C9H10O2)

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).COA of Formula: C9H10O2

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

The author of 《Diindolotriazatruxene-Based Hole-Transporting Materials for High-Efficiency Planar Perovskite Solar Cells》 were Li, Xiang-Chun; Tu, Yong-Guang; Meng, Cheng; Song, Wan; Cheng, Tao; Gong, Yan-Ting; Min, Jie; Zhu, Rui; Lai, Wen-Yong; Huang, Wei. And the article was published in ACS Applied Materials & Interfaces in 2019. Quality Control of Bis(4-methoxyphenyl)amine The author mentioned the following in the article:

A novel set of hole-transporting materials (HTMs) based on π-extended diindolotriazatruxene (DIT) core structure with electron-rich methoxy-engineered functional groups were designed and synthesized via a facile two-step procedure. All compounds were afforded from inexpensive precursors without a complex purification process. Cyclic voltammograms indicate that the resulting HTMs exhibit suitable HOMO (HOMO) energy levels, which facilitate efficient hole injection from the valence band of perovskites into the HOMO of DIT-based HTMs as confirmed by time-resolved photoluminescence. Notable power conversion efficiency of the planar perovskite solar cells with low-temperature device fabrication achieved 18.21% utilizing D2, which is competitive with the corresponding devices based on the common Spiro-OMeTAD-based HTMs. The results manifest that DIT-based compounds are promising HTMs for constructing high-efficiency planar perovskite solar cells with low-cost solution processing procedures. The results came from multiple reactions, including the reaction of Bis(4-methoxyphenyl)amine(cas: 101-70-2Quality Control of Bis(4-methoxyphenyl)amine)

Bis(4-methoxyphenyl)amine(cas: 101-70-2) is a diphenylamine derivative used as a chemical additive for cured rubber.Bis(4-methoxyphenyl)amine is highly toxic and may potentially induce chromosome abberation.Quality Control of Bis(4-methoxyphenyl)amine

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

The author of 《A Bronsted Acid Catalyzed Cascade Reaction for the Conversion of Indoles to α-(3-Indolyl) Ketones by Using 2-Benzyloxy Aldehydes》 were Banerjee, Ankush; Maji, Modhu Sudan. And the article was published in Chemistry – A European Journal in 2019. HPLC of Formula: 60656-87-3 The author mentioned the following in the article:

A Bronsted acid catalyzed, operationally simple, scalable route to several functionalized α-(3-indolyl) ketones were developed and the long-standing regioisomeric issue was eliminated by choosing appropriate carbonyls. A readily available and cheap bottle reagent was used as the catalyst. This protocol was also applicable to the synthesis of densely functionalized α-(3-pyrrolyl) ketones. A detailed mechanistic study confirmed the involvement of enolether as a reaction intermediate. Several postsynthetic modifications along with easy access to β-carboline, tryptamines, tryptophols, and spiro-indolenine proclaim the synthetic utility of this powerful building block. On the basis of this concept, functionalized carbazoles were constructed by a cascade annulation strategy. In addition to this study using 2-(Benzyloxy)acetaldehyde, there are many other studies that have used 2-(Benzyloxy)acetaldehyde(cas: 60656-87-3HPLC of Formula: 60656-87-3) was used in this study.

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).HPLC of Formula: 60656-87-3

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

The author of 《A photocatalytic sp3 C-S, C-Se and C-B bond formation through C-C bond cleavage of cycloketone oxime esters》 were Anand, Devireddy; He, Yuwei; Li, Linyong; Zhou, Lei. And the article was published in Organic & Biomolecular Chemistry in 2019. Quality Control of 1,2-Diphenyldisulfane The author mentioned the following in the article:

The photocatalytic thiolation, selenylation and borylation of cycloketone oxime esters through iminyl radical-triggered C-C bond cleavage were described. The reactions provide a unified approach to alkyl sulfur, selenium and boron compounds tethered to a synthetically useful nitrile group.1,2-Diphenyldisulfane(cas: 882-33-7Quality Control of 1,2-Diphenyldisulfane) was used in this study.

1,2-Diphenyldisulfane(cas: 882-33-7) belongs to ethers. Ethers lack the hydroxyl groups of alcohols. Quality Control of 1,2-Diphenyldisulfane Without the strongly polarized O―H bond, ether molecules cannot engage in hydrogen bonding with each other.

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