Tag: 100-200

Pacifico, Roberta; Destro, Dario; Gillick-Healy, Malachi W.; Kelly, Brian G.; Adamo, Mauro F. A. published an article in 2021. The article was titled 《Preparation of acidic 5-hydroxy-1,2,3-triazoles via cycloaddition of aryl azides with β-ketoesters》, and you may find the article in Journal of Organic Chemistry.Product Details of 609-14-3 The information in the text is summarized as follows:

A series of 1,2,3-triazoles I (R = H, Me, benzyl; Ar = 3-pyridyl, Ph, 1-naphthyl, etc.) or II (R1 = 2-pyridyl, 3-pyridyl, 4-pyridyl) via cycloaddition reation of β-ketoesters EtOC(O)CH(R)C(O)Me and azides ArN3 and R1N3 in high yields were reported. The reactions employing 2-unsubstituted β-ketoesters EtOC(O)CH2C(O)Me were found to provide 5-Me 1,2,3-triazoles II; whereas 2-alkyl-substituted β-ketoesters provided 5-hydroxy 1,2,3-triazoles I (shown to be relatively acidic) in high yields and as single regioisomers. Several novel compounds were reported and characterized. The synthetic utility of the protocol has been exemplified by the preparation of long-chain 5-hydroxy 1,2,3-triazoles III (R2 = Me, Et; n = 1, 2, 3) with a potentially bioisosteric relationship to hydroxamic acids. In the part of experimental materials, we found many familiar compounds, such as Ethyl 2-methyl-3-oxobutanoate(cas: 609-14-3Product Details of 609-14-3)

Ethyl 2-methyl-3-oxobutanoate(cas: 609-14-3) belongs to ketone compounds. They are most widely used as solvents, especially in industries manufacturing explosives, lacquers, paints, and textiles. Ketones are also used in tanning, as preservatives, and in hydraulic fluids.Product Details of 609-14-3

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

The author of 《Defining the mechanism of action of S1QELs, specific suppressors of superoxide production in the quinone-reaction site in mitochondrial complex I》 were Banba, Atsushi; Tsuji, Atsuhito; Kimura, Hironori; Murai, Masatoshi; Miyoshi, Hideto. And the article was published in Journal of Biological Chemistry in 2019. SDS of cas: 4755-77-5 The author mentioned the following in the article:

Site-specific suppressors of superoxide production (named S1QELs) in the quinone-reaction site in mitochondrial respiratory complex I during reverse electron transfer have been previously reported; however, their mechanism of action remains elusive. Using bovine heart submitochondrial particles, we herein investigated the effects of S1QELs on complex I functions. We found that the inhibitory effects of S1QELs on complex I are distinctly different from those of other known quinone-site inhibitors. For example, the inhibitory potencies of S1QELs significantly varied depending on the direction of electron transfer (forward or reverse). S1QELs marginally suppressed the specific chem. modification of Asp160 in the 49-kDa subunit, located deep in the quinone-binding pocket, by the tosyl chem. reagent AL1. S1QELs also failed to suppress the binding of a photoreactive quinazoline-type inhibitor ([125I]AzQ) to the 49-kDa subunit. Moreover, a photoaffinity labeling experiment with photoreactive S1QEL derivatives indicated that they bind to a segment in the ND1 subunit that is not considered to make up the binding pocket for quinone or inhibitors. These results indicate that unlike known quinone-site inhibitors, S1QELs do not occupy the quinone- or inhibitor-binding pocket; rather, they may indirectly modulate the quinone-redox reactions by inducing structural changes of the pocket through binding to ND1. We conclude that this indirect effect may be a prerequisite for S1QELs’ direction-dependent modulation of electron transfer. This, in turn, may be responsible for the suppression of superoxide production during reverse electron transfer without significantly interfering with forward electron transfer. The experimental process involved the reaction of Ethyl oxalyl monochloride(cas: 4755-77-5SDS of cas: 4755-77-5)

Ethyl oxalyl monochloride(cas: 4755-77-5) belongs to acyl chlorides. Lacking the ability to form hydrogen bonds, acyl chlorides have lower boiling and melting points than similar carboxylic acids. For example, acetic acid boils at 118 °C, whereas acetyl chloride boils at 51 °C. Like most carbonyl compounds, infrared spectroscopy reveals a band near 1750 cm−1.SDS of cas: 4755-77-5

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Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

In 2019,Australian Journal of Chemistry included an article by Mikusek, Jiri; Ward, Jas S.; Banwell, Martin G.. Recommanded Product: N-tert-Butoxycarbonylhydroxylamine. The article was titled 《Electrocyclic Ring-Opening of 6,6-Dichlorobicyclo[3.1.0]-hexanes and Trapping of the Resulting π-Allyl Cations by C-1 Tethered Hydroxyamine Derivatives: Formation of 2-Oxa-1-azaspiro[4.5]decan-3-ones》. The information in the text is summarized as follows:

The C-1 substituted 6,6-dichlorobicyclo[3.1.0]hexanes I (R = Boc, Ts, Ac) have been prepared and shown to undergo electrocyclic ring-opening to give the corresponding π-allyl cations 2 that cyclize to afford the spirocyclic products II (R = H, Ts, Ac), each of which has been subjected to single-crystal X-ray anal. After reading the article, we found that the author used N-tert-Butoxycarbonylhydroxylamine(cas: 36016-38-3Recommanded Product: N-tert-Butoxycarbonylhydroxylamine)

N-tert-Butoxycarbonylhydroxylamine(cas: 36016-38-3) belongs to anime. Amine, any member of a family of nitrogen-containing organic compounds that is derived, either in principle or in practice, from ammonia (NH3). Naturally occurring amines include the alkaloids, which are present in certain plants; the catecholamine neurotransmitters (i.e., dopamine, epinephrine, and norepinephrine); and a local chemical mediator, histamine, that occurs in most animal tissues.Recommanded Product: N-tert-Butoxycarbonylhydroxylamine

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

In 2019,Organic & Biomolecular Chemistry included an article by Huang, Junmin; Hu, Xinwei; Chen, Fengjuan; Gui, Jiao; Zeng, Wei. COA of Formula: C7H12O3. The article was titled 《Rhodium(I)-catalyzed vinylation/[2+1] carbocyclization of 1,6-enynes with α-diazocarbonyl compounds》. The information in the text is summarized as follows:

A sequential Rh(I)-catalyzed vinylation/[2+1]carbocyclization between enynes and diazo compounds has been developed. This transformation features a wide range of enynes and acceptor/acceptor diazo compounds, providing easy access to versatile vinyl-substituted azabicyclo[3.1.0]hexanes having a broad tolerance to functional groups. The experimental process involved the reaction of Ethyl 3-oxopentanoate(cas: 4949-44-4COA of Formula: C7H12O3)

Ethyl 3-oxopentanoate(cas: 4949-44-4) belongs to ketone compounds. Ketones are highly reactive, although less so than aldehydes, to which they are closely related. Much of their chemical activity results from the nature of the carbonyl group. Ketones readily undergo a wide variety of chemical reactions.COA of Formula: C7H12O3

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

In 2015,Rioux, Vincent; Choque, Benjamin; Ezanno, Helene; Duby, Cecile; Catheline, Daniel; Legrand, Philippe published 《Influence of the cis-9, cis-12 and cis-15 double bond position in octadecenoic acid (18:1) isomers on the rat FADS2-catalyzed Δ6-desaturation》.Chemistry and Physics of Lipids published the findings.Computed Properties of C4H8O3 The information in the text is summarized as follows:

Oleic (cis9-18:1), linoleic (cis9,cis12-18:2) and α-linolenic (cis9,cis12,cis15-18:3) acids are well described substrates of the Δ6-desaturase encoded by the mammalian fatty acid desaturase 2 (FADS2) gene. In addition, at least 9 other very structurally different fatty acids have been shown to be Δ6- or even Δ8-desatd. by the FADS2 protein. A better characterization of the substrate specificity of this enzyme is therefore needed. By using com. cis9-18:1 and chem. synthesized cis12- and cis15-18:1 (sharing the n-6 double bond with 18:2 n-6 and the n-3 double bond with 18:3 n-3, resp.), we tried to decrypt the fatty acid structure driving the FADS2 substrate affinity. We first showed that both recombinant and native rat FADS2 were able to Δ6-desaturate not only the cis9- but also the cis12- and cis15-18:1 isomers. Next, the inhibitory effect of increasing concentrations of each 18:1 isomer was investigated in vitro on the Δ6-desaturation of α-linolenic acid. At equimolar inhibitor/substrate ratio (60 μM), the cis9-18:1 exhibited a significantly higher inhibition (25%) than the cis12- (8%) and cis15-18:1 (5%). This study shows that a single cis double bond in 12- or 15-position in 18:1 is enough to make them low Δ6-desaturable substrates. If a preexisting cis9-double bond is not absolutely required for the Δ6-desaturation of octadecenoic acids, its presence is however crucial to explain the higher enzyme affinity. Compared with oleic acid, the addnl. presence of a cis12-double bond in linoleic acid increased ilts inhibitory effect on the Δ6-desaturation of α-linolenic acid at low concentration (30 μM) but not at higher concentrations (60 and 120 μM). In this classification of the decreasing impact of the double bond when it comes closer to the Me end of octadecenoic acids, the cis11-18:1 (cis-vaccenic acid) should be considered apart since it is itself not Δ6-desatd. but still a good competitive inhibitor of the α-linolenic acid Δ6-desaturation In the experiment, the researchers used many compounds, for example, Methyl 3-hydroxypropanoate(cas: 6149-41-3Computed Properties of C4H8O3)

Methyl 3-hydroxypropanoate(cas: 6149-41-3) belongs to esters with low molecular weight are commonly used as fragrances and found in essential oils and pheromones. Their flexibility and low polarity is manifested in their physical properties; they tend to be less rigid (lower melting point) and more volatile (lower boiling point) than the corresponding amides. Computed Properties of C4H8O3

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

In 2009,Akritopoulou-Zanze, Irini; Wang, Ying; Zhao, Hongyu; Djuric, Stevan W. published 《Synthesis of substituted fused pyridines, pyrazines and pyrimidines by sequential Ugi/inverse electron demand Diels-Alder transformations》.Tetrahedron Letters published the findings.Electric Literature of C4H7NO2S The information in the text is summarized as follows:

The synthesis of all four regioisomers of fused pyrrolidino-pyridines in a 1-pot 2-step sequential Ugi-inverse-electron-demand Diels-Alder reaction is described. Fused pyrrolidinopyrazines, pyrrolidinopyrimidines, and azepinopyridines can also be obtained in consecutive synthetic sequences.Ethyl 2-amino-2-thioxoacetate(cas: 16982-21-1Electric Literature of C4H7NO2S) was used in this study.

Ethyl 2-amino-2-thioxoacetate(cas: 16982-21-1) belongs to anime. In organic chemistry, amines are compounds and functional groups that contain a basic nitrogen atom with a lone pair. Amines are formally derivatives of ammonia (NH3), wherein one or more hydrogen atoms have been replaced by a substituent such as an alkyl or aryl group (these may respectively be called alkylamines and arylamines; amines in which both types of substituent are attached to one nitrogen atom may be called alkylarylamines).Electric Literature of C4H7NO2S

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

The author of 《An infrared study of methyl cis- and trans-2-hydroxycycloalkanecarboxylates》 were Castells, Jose; Palau, Jaime. And the article was published in Journal of the Chemical Society in 1964. Name: Cis-methyl 2-hydroxycyclohexanecarboxylate The author mentioned the following in the article:

The positions and shapes of the OH and CO ir absorption bands of the cis and trans isomers of Me 2-hydroxycyclopentanecarboxylate, 2-hydroxycyclohexanecarboxylate, and 2-hydroxycycloheptanecarboxylate have been studied under successive dilutions in CCl4. The clear-cut distinction found between the behavior of the cis and trans isomers, which can be rationalized on the basis of intra- and/or intermol. H-bonding, may be used for diagnostic purposes. The finer details of the spectra are discussed with relation to the geometry of the rings. In the experimental materials used by the author, we found Cis-methyl 2-hydroxycyclohexanecarboxylate(cas: 936-03-8Name: Cis-methyl 2-hydroxycyclohexanecarboxylate)

Cis-methyl 2-hydroxycyclohexanecarboxylate(cas: 936-03-8) belongs to esters. They are important in biology, being one of the main classes of lipids and comprising the bulk of animal fats and vegetable oils.Name: Cis-methyl 2-hydroxycyclohexanecarboxylate They perform as high-grade solvents for a broad array of plastics, plasticizers, resins, and lacquers, and are one of the largest classes of synthetic lubricants on the commercial market.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Li, Xin-Ran; Li, Wan-Di; Wei, Wen-Ting; Fan, Juan; Liu, Zhong-Wen; Shi, Xian-Ying published an article on February 28 ,2022. The article was titled 《Sequential Cobalt/Rhodium-Catalyzed Tandem Cyclization of Aromatic Aldehydes with Acrylates for Preparing 3-Substituted Phthalides in Oxygen Atmosphere and Neat Water》, and you may find the article in Asian Journal of Organic Chemistry.COA of Formula: C7H13NO2 The information in the text is summarized as follows:

Metal-catalyzed C-H activation/tandem reactions of aromatic acids and functionalized alkenes is profound for constructing phthalide skeleton. However, most of these reactions employ stoichiometric amounts of metal additives and metal oxidants/toxic organic solvents. Herein, a sequential cobalt/rhodium-catalyzed tandem cyclization of aromatic aldehydes and acrylates for preparing 3-substituted phthalides in one pot has been described. This protocol features the use of water as a sustainable solvent and oxygen as the singular oxidant free of any additives. The use of aromatic aldehydes instead of aromatic acids as starting materials renders this route high atom economy, and the formation of water as a sole byproduct makes this process practical and environmentally benign. After reading the article, we found that the author used Ethyl 3-(dimethylamino)acrylate(cas: 924-99-2COA of Formula: C7H13NO2)

Ethyl 3-(dimethylamino)acrylate(cas: 924-99-2) belongs to anime. The reaction of alkyl halides, R―X, where X is a halogen, or analogous reagents with ammonia (or amines) is useful with certain compounds. Not all alkyl halides are effective reagents; the reaction is sluggish with secondary alkyl groups and fails with tertiary ones. Its usefulness is largely confined to primary alkyl halides (those having two hydrogen atoms on the reacting site).COA of Formula: C7H13NO2

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of Cis-methyl 2-hydroxycyclohexanecarboxylateOn September 21, 1984 ,《Reduction of substituted Δ2-isoxazolines. Synthesis of β-hydroxy acid derivatives》 was published in Journal of Organic Chemistry. The article was written by Curran, Dennis P.; Scanga, Susan A.; Fenk, Christopher J.. The article contains the following contents:

Three methods are reported for the preparation of β-hydroxy acid derivatives from readily available substituted Δ2-isoxazolines. Cycloaddition of nitrile oxide Me3CCNO with a variety of olefins followed by reductive cleavage gave α’-tert-Bu β-hydroxy ketones, which are cleaved to β-hydroxy tert-Bu esters by Baeyer-Villiger oxidation with CF3CO2OH. Thus, use of styrene gave isoxazoline I, PhCH(OH)CH2COCMe3, and then PhCH(OH)CH2CO2CMe3. In the 2nd approach, α’,β-dihydroxy ketones are generated via cycloaddition of olefins with Me3SiOCMe2CNO, followed by reductive ring opening. Standard periodic acid cleavage gives β-hydroxy acids. Finally, 3-methoxy-substituted Δ2-isoxazolines, readily available via benzenesulfonylcarbonitrile oxide-olefin cycloaddition and methoxide displacement, are directly reduced to β-hydroxy esters. The experimental process involved the reaction of Cis-methyl 2-hydroxycyclohexanecarboxylate(cas: 936-03-8Reference of Cis-methyl 2-hydroxycyclohexanecarboxylate)

Cis-methyl 2-hydroxycyclohexanecarboxylate(cas: 936-03-8) belongs to esters. They are important in biology, being one of the main classes of lipids and comprising the bulk of animal fats and vegetable oils.Reference of Cis-methyl 2-hydroxycyclohexanecarboxylate They perform as high-grade solvents for a broad array of plastics, plasticizers, resins, and lacquers, and are one of the largest classes of synthetic lubricants on the commercial market. Polyesters are important plastics, with monomers linked by ester moieties.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Safety of Methyl 3-oxovalerateOn May 7, 2020 ,《Synthesis of (±)-rupestines B and C by intramolecular Mizoroki-Heck cyclization》 appeared in Tetrahedron Letters. The author of the article were Starchman, Evangeline S.; Marshall, Mari S.; Vyvyan, James R.. The article conveys some information:

The total synthesis of rupestines B and C, I (R = α-Me, β-Me, resp.), two guaipyridine sesquiterpene alkaloids, is reported. These compounds are isolated from Artemisia rupestris L. and have structural similarities to that of cananodine, a guaipyridine alkaloid with activity against two liver cancer cell lines. The synthesis of rupestines B and C was accomplished in six steps using an intramol. Mizoroki-Heck cyclization as the key-step to form the seven-membered carbocycle of the targets. The experimental part of the paper was very detailed, including the reaction process of Methyl 3-oxovalerate(cas: 30414-53-0Safety of Methyl 3-oxovalerate)

Methyl 3-oxovalerate(cas: 30414-53-0) belongs to ketone compounds. Ketone compounds have important physiological properties. They are found in several sugars and in compounds for medicinal use, including natural and synthetic steroid hormones. Molecules of the anti-inflammatory agent cortisone contain three ketone groups.Safety of Methyl 3-oxovalerate

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics