Category: 5781-53-3

《Discovery of a novel selective water-soluble SMAD3 inhibitor as an antitumor agent》 was written by Wu, Nannan; Lian, Guangyu; Sheng, Jingyi; Wu, Dan; Yu, Xiyong; Lan, Huiyao; Hu, Wenhui; Yang, Zhongjin. Name: Methyl 2-chloro-2-oxoacetateThis research focused onwater soluble SIS3 analog preparation SMAD3 inhibitor cancer structure; NK cell; SMAD3 inhibitor; Tumor; Tumor microenvironment. The article conveys some information:

Targeting the SMAD3 protein is an attractive therapeutic strategy for treating cancer, as it avoids the potential toxicities due to targeting the TGF-β signaling pathway upstream. Compound SIS3 was the first selective SMAD3 inhibitor developed that had acceptable activity, but its poor water solubility limited its development. Here, a series of SIS3 analogs was created to investigate the structure-activity relationship for inhibiting the activation of SMAD3. On the basis of this SAR, further optimization generated a water-soluble compound, 16d, which was capable of effectively blocking SMAD3 activation in vitro and had similar NK cell-mediated anticancer effects in vivo to its parent SIS3. This study not only provided a preferable lead compound, 16d, for further drug discovery or a potential tool to study SMAD3 biol., but also proved the effectiveness of our strategy for water-solubility driven optimization. After reading the article, we found that the author used Methyl 2-chloro-2-oxoacetate(cas: 5781-53-3Name: Methyl 2-chloro-2-oxoacetate)

Methyl 2-chloro-2-oxoacetate(cas: 5781-53-3) 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.Name: Methyl 2-chloro-2-oxoacetate

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Name: Methyl 2-chloro-2-oxoacetateIn 2019 ,《Auto-Tandem Cooperative Catalysis Using Phosphine/Palladium: Reaction of Morita-Baylis-Hillman Carbonates and Allylic Alcohols》 was published in Angewandte Chemie, International Edition. The article was written by Chen, Peng; Chen, Zhi-Chao; Li, Yue; Ouyang, Qin; Du, Wei; Chen, Ying-Chun. The article contains the following contents:

Auto-tandem catalysis (ATC), in which a single catalyst promotes two or more mechanistically different reactions in a cascade pattern, provides a powerful strategy to prepare complex products from simple starting materials. An unprecedented auto-tandem cooperative catalysis (ATCC) for Morita-Baylis-Hillman carbonates from isatins I [X = CH, N; R = H, 5-OCH3, 5,7-(CH3)2, etc.; R1 = CH3, C6H5CH2; R2 = OC(CH3)3, CH3, OCH2CH3] and allylic carbonates R4CH=CHCH(R3)OC(O)OC(CH3)3 [R3 = R4 = H; R3 = CH2=CH, 4-H3CC6H4, pyridin-3-yl, cyclohexyl, etc.; R4 = CH3] using a simple Pd(PPh3)4 precursor has been reported. Dissociated phosphine generates phosphorus ylides and the Pd leads to π-allylpalladium complexes, and they undergo a γ-regioselective allylic-allylic alkylation reaction. Importantly, a cascade intramol. Heck-type coupling proceeds to finally furnish spirooxindoles II incorporating a 4-methylene-2-cyclopentene motif. Exptl. results indicate that both Pd and phosphine play crucial roles in the catalytic Heck reaction. In addition, the asym. versions with either a chiral phosphine e.g., III or chiral auxiliary are explored, and moderate results are obtained. The experimental part of the paper was very detailed, including the reaction process of Methyl 2-chloro-2-oxoacetate(cas: 5781-53-3Name: Methyl 2-chloro-2-oxoacetate)

Methyl 2-chloro-2-oxoacetate(cas: 5781-53-3) 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.Name: Methyl 2-chloro-2-oxoacetate

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Formula: C3H3ClO3In 2022 ,《Silver-catalysed double decarboxylative addition-cyclization-elimination cascade sequence for the synthesis of quinolin-2-ones》 appeared in Organic & Biomolecular Chemistry. The author of the article were Mazodze, C. Munashe; Petersen, Wade F.. The article conveys some information:

An atom-efficient silver-catalyzed double carboxylative strategy for the one-step synthesis of quinolin-2-ones I [R1 = H, Me, CF3; R2 = H, Me; R1R2 = CH2CH2CH2, CH2(CH2)2CH2; R3 = Me, Bn, Ph, etc.; R4 = H, 6-F, 6-OMe, etc.] via an addition-cyclization-elimination cascade sequence of oxamic acids to acrylic acids, mediated either thermally or photochem., was reported. The reaction was applicable to the synthesis of a broad range of quinolin-2-ones and featured a double-disconnection approach that constructed the quinolin-2-one core via the formal and direct addition of a C(sp2)-H/C(sp2)-H olefin moiety to a phenylformamide precursor. The experimental process involved the reaction of Methyl 2-chloro-2-oxoacetate(cas: 5781-53-3Formula: C3H3ClO3)

Methyl 2-chloro-2-oxoacetate(cas: 5781-53-3) 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.Formula: C3H3ClO3

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 5781-53-3In 2020 ,《Polystyrene-Based 2-Oxoacetates for the Light-Induced Release of Fragrances Under Realistic Application Conditions》 appeared in Macromolecular Chemistry and Physics. The author of the article were Lamboley, Serge; Trachsel, Alain; Herrmann, Andreas. The article conveys some information:

Light-sensitive 2-oxoacetate-derived polystyrene copolymers are investigated for the controlled release of fragrances. The stimuli-responsive delivery systems are efficiently prepared in a two-step reaction sequence. Simultaneous Friedel-Crafts acylation and cationic polymerization of styrene give access to 2-oxoacetate-derived polystyrenes in one step; the fragrance to be released is then introduced by organotin-catalyzed transesterification in a second step. The performance of the copolymer conjugates releasing either individual fragrance raw materials or a fragrance mixture is evaluated by dynamic headspace anal. in the presence of surfactants on different substrates and compared with their non-polymeric analogs. Direct and indirect deposition of the delivery systems onto cotton in a fabric softening application show that differences in performance are correlated with the amount of surface deposition. In the present study, the copolymer that releases a fragrance mixture performs better than the copolymers that release the corresponding fragrances individually and better than the resp. non-polymeric profragrances. The experimental part of the paper was very detailed, including the reaction process of Methyl 2-chloro-2-oxoacetate(cas: 5781-53-3Related Products of 5781-53-3)

Methyl 2-chloro-2-oxoacetate(cas: 5781-53-3) 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.Related Products of 5781-53-3

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Hu, Xu-Dong; Chen, Zi-Hao; Zhao, Jing; Sun, Rui-Ze; Zhang, Hui; Qi, Xiaotian; Liu, Wen-Bo published their research in Journal of the American Chemical Society in 2021. The article was titled 《Enantioselective Synthesis of α-All-Carbon Quaternary Center-Containing Carbazolones via Amino-Palladation/Desymmetrizing Nitrile Addition Cascade》.Quality Control of Methyl 2-chloro-2-oxoacetate The article contains the following contents:

An enantioselective Pd(II)-catalyzed amino-cyclization and desymmetrizing nitrile addition cascade reaction of alkyne-tethered malononitriles is reported. This reaction forms two rings and one quaternary carbon center in a single step and serves as a novel strategy for the construction of α-quaternary carbazolones with high enantioselectivities (up to 98:2 er). The utility of this method is demonstrated by product derivatization into a diverse array of heterocycles and a nitrile-containing leucomidine A analog. In the part of experimental materials, we found many familiar compounds, such as Methyl 2-chloro-2-oxoacetate(cas: 5781-53-3Quality Control of Methyl 2-chloro-2-oxoacetate)

Methyl 2-chloro-2-oxoacetate(cas: 5781-53-3) belongs to acyl chlorides. In the laboratory, acyl chlorides are generally prepared by treating carboxylic acids with thionyl chloride (SOCl2). The reaction is catalyzed by dimethylformamide and other additives.Quality Control of Methyl 2-chloro-2-oxoacetate

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of Methyl 2-chloro-2-oxoacetateIn 2021 ,《Synthesis of Alkyl Fluorides by Silver-Catalyzed Radical Decarboxylative Fluorination of Cesium Oxalates》 was published in European Journal of Organic Chemistry. The article was written by Vincent, Emilie; Brioche, Julien. The article contains the following contents:

A combination of silver nitrate (AgNO3) catalyst and Selectfluor was found to perform radical deoxyfluorination of cesium oxalates derived from corresponding alcs. The reaction tolerates a wide range of functional groups and provides preferentially access to tertiary alkyl fluorides. The results came from multiple reactions, including the reaction of Methyl 2-chloro-2-oxoacetate(cas: 5781-53-3Reference of Methyl 2-chloro-2-oxoacetate)

Methyl 2-chloro-2-oxoacetate(cas: 5781-53-3) 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.Reference of Methyl 2-chloro-2-oxoacetate

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Ray, Ritwika; Hartwig, John F. published an article in 2021. The article was titled 《Oxalohydrazide Ligands for Copper-Catalyzed C-O Coupling Reactions with High Turnover Numbers》, and you may find the article in Angewandte Chemie, International Edition.Name: Methyl 2-chloro-2-oxoacetate The information in the text is summarized as follows:

Here, we report a class of ligands based on oxalohydrazide cores and N-amino pyrrole and N-amino indole units that generates long-lived copper catalysts for couplings that form the C-O bonds in biaryl ethers. These Cu-catalyzed coupling of phenols with aryl bromides occurred with turnovers up to 8000, a value which is nearly two orders of magnitude higher than those of prior couplings to form biaryl ethers and nearly an order of magnitude higher than those of any prior copper-catalyzed coupling of aryl bromides and chlorides. This ligand also led to copper systems that catalyze the coupling of aryl chlorides with phenols and the coupling of aryl bromides and iodides with primary benzylic and aliphatic alcs. A wide variety of functional groups including nitriles, halides, ethers, ketones, amines, esters, amides, vinylarenes, alcs. and boronic acid esters were tolerated, and reactions occurred with aryl bromides in pharmaceutically related structures. In the experiment, the researchers used Methyl 2-chloro-2-oxoacetate(cas: 5781-53-3Name: Methyl 2-chloro-2-oxoacetate)

Methyl 2-chloro-2-oxoacetate(cas: 5781-53-3) 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.Name: Methyl 2-chloro-2-oxoacetate

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Ma, Wei-Yuan; Han, Guan-Yu; Kang, Shaolin; Pang, Xiaobo; Liu, Xue-Yuan; Shu, Xing-Zhong published their research in Journal of the American Chemical Society in 2021. The article was titled 《Cobalt-Catalyzed Enantiospecific Dynamic Kinetic Cross-Electrophile Vinylation of Allylic Alcohols with Vinyl Triflates》.Application of 5781-53-3 The article contains the following contents:

A cobalt-catalyzed enantiospecific vinylation reaction of allylic alcs. with vinyl triflates is reported. This work establishes a new method for synthesis of enantioenriched 1,4-dienes, e.g., I. The reaction proceeds through a dynamic kinetic coupling approach, which not only allows for direct functionalization of allylic alcs. but also is essential to achieve high chemoselectivity. The use of cobalt enables reactions to proceed with high enantiospecificity, which have failed to be realized by nickel catalysts. After reading the article, we found that the author used Methyl 2-chloro-2-oxoacetate(cas: 5781-53-3Application of 5781-53-3)

Methyl 2-chloro-2-oxoacetate(cas: 5781-53-3) belongs to acyl chlorides. In the laboratory, acyl chlorides are generally prepared by treating carboxylic acids with thionyl chloride (SOCl2). The reaction is catalyzed by dimethylformamide and other additives.Application of 5781-53-3

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Rode, Katharina; Ramadas Narasimhamurthy, Poorva; Rieger, Rene; Kraetzschmar, Felix; Breder, Alexander published their research in European Journal of Organic Chemistry in 2021. The article was titled 《Synthesis of Aminoallenes via Selenium-π-Acid-Catalyzed Cross-Coupling of N-Fluorinated Sulfonimides with Simple Alkynes》.Application of 5781-53-3 The article contains the following contents:

The facile synthesis of aminoallenes, accomplished by a selenium-π-acid-catalyzed cross-coupling of an N-fluorinated sulfonimide with simple, non-activated alkynes, is reported. Until now, aminoallenes were difficult to be accessed by customary means, inasmuch as pre-activated and, in part, intricate starting materials were necessary for their synthesis. In sharp contrast, the current study shows that ordinary internal alkynes can serve as simple and readily available precursors for the construction of the aminoallene motif. The operating reaction conditions tolerate numerous functional groups such as esters, nitriles, (silyl)ethers, acetals, and halogen substituents, furnishing the target compounds in up to 86% yield. Thus, e.g., (2-anisyl)2Se2-catalyzed amination of 5-decyne with NFSI in presence of Li2CO3 in toluene afforded I (77%). In the experiment, the researchers used many compounds, for example, Methyl 2-chloro-2-oxoacetate(cas: 5781-53-3Application of 5781-53-3)

Methyl 2-chloro-2-oxoacetate(cas: 5781-53-3) belongs to acyl chlorides. In the laboratory, acyl chlorides are generally prepared by treating carboxylic acids with thionyl chloride (SOCl2). The reaction is catalyzed by dimethylformamide and other additives.Application of 5781-53-3

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

《Synthetic Approaches to Phosphasugars (2-oxo-1,2-oxaphosphacyclanes) Using the Anomeric Alkoxyl Radical β-Fragmentation Reaction as the Key Step》 was published in Journal of Organic Chemistry in 2020. These research results belong to Hernandez-Guerra, Daniel; Kennedy, Alan R.; Leon, Elisa I.; Martin, Angeles; Perez-Martin, Ines; Rodriguez, Maria S.; Suarez, Ernesto. Product Details of 5781-53-3 The article mentions the following:

The anomeric alkoxyl radical β-fragmentation (ARF) of carbohydrates possessing an electron-withdrawing group (EWG) at C2, promoted by PhI(OAc)2/I2, gives rise to an acyclic iodide through which a pentavalent atom of phosphorus can be introduced via the Arbuzov reaction. After selective hydrolysis and subsequent cyclization, the phosphonate or phosphinate intermediates can be converted into 2-deoxy-1-phosphahexopyranose and 2-deoxy-1-phosphapentopyranose sugars. The ARF of carbohydrates with an electron-donor group (EDG) at C2 proceeds by a radical-polar crossover mechanism, and the cyclization occurs by nucleophilic attack of a conveniently positioned phosphonate or phosphinate group to the transient oxocarbenium ion. This alternative methodol. leads to 5-phosphasugars with a 4-deoxy-5-phosphapentopyranose framework. The structure and conformation of the 2-oxo-1,2-oxaphosphinane and 2-oxo-1,2-oxaphospholane ring systems in different carbohydrate models have been studied by NMR and X-ray crystallog.Methyl 2-chloro-2-oxoacetate(cas: 5781-53-3Product Details of 5781-53-3) was used in this study.

Methyl 2-chloro-2-oxoacetate(cas: 5781-53-3) belongs to acyl chlorides. In the laboratory, acyl chlorides are generally prepared by treating carboxylic acids with thionyl chloride (SOCl2). The reaction is catalyzed by dimethylformamide and other additives.Product Details of 5781-53-3

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics