Category: 5781-53-3

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

《Stereoselective [4+2]-Cycloaddition with Chiral Alkenylboranes》 was published in Angewandte Chemie, International Edition in 2020. These research results belong to Ni, Dongshun; Witherspoon, Brittany P.; Zhang, Hong; Zhou, Chen; Houk, K. N.; Brown, M. Kevin. Product Details of 5781-53-3 The article mentions the following:

A method for the stereoselective [4+2]-cycloaddition of alkenylboranes and dienes is presented. This transformation was accomplished through the introduction of a new strategy that involves the use of chiral N-protonated alkenyl oxazaborolidines as dienophiles. The reaction leads to the formation of products that can be readily derivatized to more complex structural motifs through stereospecific transformations of the C-B bond such as oxidation and homologation. Detailed computation evaluation of the reaction has uncovered a surprising role of the counterion on stereoselectivity. In the experiment, the researchers used Methyl 2-chloro-2-oxoacetate(cas: 5781-53-3Product Details 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.Product Details of 5781-53-3

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

《Discovery of heterocyclic carbohydrazide derivatives as novel selective fatty acid amide hydrolase inhibitors: design, synthesis and anti-neuroinflammatory evaluation》 was published in Bioorganic & Medicinal Chemistry Letters in 2020. These research results belong to Shang, Yanguo; Hao, Qingjing; Jiang, Kaixuan; He, Mengting; Wang, Jinxin. Safety of Methyl 2-chloro-2-oxoacetate The article mentions the following:

Fatty acid amide hydrolase (FAAH) is a promising target for the development of drugs to treat pain, inflammation, and other central nervous system disorders. Herein, a series of novel heterocyclic carbohydrazide derivatives were firstly designed by the classic scaffold-hopping strategy. Then, multi-steps synthesis and human FAAH enzyme inhibiting activity assays were conducted. Among them, compound I showed strong inhibition against human FAAH with IC50 of 2.8μM. Corresponding docking studies revealed that the acyl hydrazide group of compound I well-occupied the acyl-chain binding pocket. It also exhibited high selectivity towards FAAH when comparing with CES2 and MAGL. Addnl., compound I effectively suppressed the LPS-induced neuroinflammation of microglial cells (BV2) via the reduction of interleukin-1β and tumor necrosis factor-α. Our results provided significative lead compounds for the further discovery of novel selective and safe FAAH inhibitors with potent anti-neuroinflammation activity.Methyl 2-chloro-2-oxoacetate(cas: 5781-53-3Safety of Methyl 2-chloro-2-oxoacetate) 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.Safety of Methyl 2-chloro-2-oxoacetate

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

《Organocatalytic Enantioselective Synthesis of Tetrasubstituted α-Amino Allenoates by Dearomative γ-Addition of 2,3-Disubstituted Indoles to β,γ-Alkynyl-α-imino Esters》 was published in Angewandte Chemie, International Edition in 2020. These research results belong to Yang, Junxian; Wang, Zheng; He, Zeyuan; Li, Guofeng; Hong, Liang; Sun, Wangsheng; Wang, Rui. Application In Synthesis of Methyl 2-chloro-2-oxoacetate The article mentions the following:

The first asym. synthesis of tetrasubstituted α-amino allenoates by a chiral phosphoric acid catalyzed dearomative γ-addition reaction of 2,3-disubstituted indoles to β,γ-alkynyl-α-imino esters is reported. This method provides access to a series of highly functionalized tetrasubstituted allenes featuring quaternary stereocenters in high yields, and with excellent regio-, diastereo-, and enantioselectivities under mild conditions without byproduct formation. Representative large-scale reactions and diverse transformations of the products into various scaffolds with potential biol. activities render are also disclosed. The mechanism of the reaction was elucidated by control reactions and DFT calculationsMethyl 2-chloro-2-oxoacetate(cas: 5781-53-3Application In Synthesis of Methyl 2-chloro-2-oxoacetate) 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.Application In Synthesis of Methyl 2-chloro-2-oxoacetate

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

In 2022,Zhuo, Junming; Zhu, Chunlin; Wu, Jinbao; Li, Zijian; Li, Chao published an article in Journal of the American Chemical Society. The title of the article was 《Reductive Radical Annulation Strategy toward Bicyclo[3.2.1]octanes: Synthesis of ent-Kaurane and Beyerane Diterpenoids》.Product Details of 5781-53-3 The author mentioned the following in the article:

Here, the authors report a general [3+2] radical annulation that allows the facile construction of bicyclo[3.2.1]octane motifs in ent-kaurane- and beyerane-type diterpenoids. This radical annulation is difficult to control but was realized by harnessing an unprecedented and counterintuitive effect of TEMPO. Eleven natural products with a wide array of oxidation states were easily prepared, demonstrating the powerful utility of this straightforward synthetic strategy. In the experiment, the researchers used many compounds, for example, Methyl 2-chloro-2-oxoacetate(cas: 5781-53-3Product Details 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.Product Details of 5781-53-3

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

In 2022,Zhu, Jian-Jun; Wang, Pei-Yi; Long, Zhou-Qing; Xiang, Shu-Zhen; Zhang, Jun-Rong; Li, Zhen-Xing; Wu, Yuan-Yuan; Shao, Wu-Bin; Zhou, Xiang; Liu, Li-Wei; Yang, Song published an article in Journal of Agricultural and Food Chemistry. The title of the article was 《Design, Synthesis, and Biological Profiles of Novel 1,3,4-Oxadiazole-2-carbohydrazides with Molecular Diversity》.Application of 5781-53-3 The author mentioned the following in the article:

To unceasingly expand the mol. diversity of 1,3,4-oxadiazole-2-carbohydrazides, herein small fragments (including -CH2-, -OCH2-, and -SCH2-) were incorporated into the target compounds I (R = Ph, 2-chlorophenyl, 4-methylphenyl, etc.; R1 = Ph, 2-fuorophenyl, 4-methoxyphenyl, etc.) to screen out the potential succinate dehydrogenase inhibitors (SDHIs). The bioassay results showed that the antifungal effects (expressed by EC50) against Sclerotinia sclerotiorum, Botryosphaeria dothidea, Fusarium oxysporum, and Colletotrichun higginsianum could reach 1.29 I (R = 3-fluorophenyl, R1 = 2-chlorophenyl), 0.63 I (R = Ph, R1 = 4-methylphenyloxy), 1.50 I (R = 3-fluorophenyl, R1 = 4-fluorophenyloxy), and 2.09 I (R = 3-fluorophenyl, R1 = 4-fluorophenyloxy) μg/mL, resp., which were slightly lower than those of carbendazim (EC50 were 0.69, 0.13, 0.55, and 0.80μg/mL, resp.). Especially, compound I (R = 3-fluorophenyl, R1 = 4-methylphenyloxy) was extremely bioactive against Gibberella zeae (G. z.) with an EC50 value of 0.45μg/mL. This outcome was better than that of fluopyram (3.76μg/mL) and was similar to prochloraz (0.47μg/mL). In vivo trials against the corn scab (infected by G. z.) showed that compound I (R = 3-fluorophenyl, R1 = 4-methylphenyloxy) had control activity of 86.8% at 200μg/mL, which was better than that of boscalid (79.6%). Further investigations found that compound I (R = 3-fluorophenyl, R1 = 4-methylphenyloxy) could inhibit the enzymic activity of SDH in the G. z. strain with an IC50 value of 3.67μM, indicating that potential SDHIs might be developed. Addnl., the other biol. activities of these mols. were screened simultaneously. The anti-oomycete activity toward Phytophthora infestans afforded a minimal EC50 value of 3.22μg/mL I (R = 3-fluorophenyl, R1 = 4-methylphenyloxy); compound I (R = 4-fluorophenyl, R1 = phenyl) could strongly suppress the growth of bacterial strains Xanthomonas axonopodis pv. citri and Xanthomonas oryzae pv. oryzae with EC50 values of 3.79 and 11.4μg/mL, resp.; and compound I (R = 3-fluorophenyl, R1 = 2-chlorophenyl) displayed some insecticidal activity toward Plutella xylostella. Given their multipurpose features, these frameworks could be actively studied as potential pesticide leads. In the experimental materials used by the author, we found 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. 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.Application of 5781-53-3

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

Reijneveld, Josephine F.; Marino, Laura; Cao, Thinh-Phat; Cheng, Tan-Yun; Dam, Dennis; Shahine, Adam; Witte, Martin D.; Filippov, Dmitri V.; Suliman, Sara; van der Marel, Gijsbert A.; Moody, D. Branch; Minnaard, Adriaan J.; Rossjohn, Jamie; Codee, Jeroen D. C.; Van Rhijn, Ildiko published an article in 2021. The article was titled 《Rational design of a hydrolysis-resistant mycobacterial phosphoglycolipid antigen presented by CD1c to T cells》, and you may find the article in Journal of Biological Chemistry.COA of Formula: C3H3ClO3 The information in the text is summarized as follows:

Whereas proteolytic cleavage is crucial for peptide presentation by classical major histocompatibility complex (MHC) proteins to T cells, glycolipids presented by CD1 mols. are typically presented in an unmodified form. However, the mycobacterial lipid antigen mannosyl-β1-phosphomycoketide (MPM) may be processed through hydrolysis in antigen presenting cells, forming mannose and phosphomycoketide (PM). To further test the hypothesis that some lipid antigens are processed, and to generate antigens that lead to defined epitopes for future tuberculosis vaccines or diagnostic tests, we aimed to create hydrolysis-resistant MPM variants that retain their antigenicity. Here, we designed and tested three different, versatile synthetic strategies to chem. stabilize MPM analogs. Crystallog. studies of CD1c complexes with these three new MPM analogs showed anchoring of the lipid tail and phosphate group that is highly comparable to nature-identical MPM, with considerable conformational flexibility for the mannose head group. MPM-3, a difluoromethylene-modified version of MPM that is resistant to hydrolysis, showed altered recognition by cells, but not by CD1c proteins, supporting the cellular antigen processing hypothesis. Furthermore, the synthetic analogs elicited T cell responses that were cross-reactive with nature-identical MPM, fulfilling important requirements for future clin. use. In the experiment, the researchers used Methyl 2-chloro-2-oxoacetate(cas: 5781-53-3COA of Formula: C3H3ClO3)

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.COA of Formula: C3H3ClO3

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

The author of 《Novel 1,3,4-Oxadiazole-2-carbohydrazides as Prospective Agricultural Antifungal Agents Potentially Targeting Succinate Dehydrogenase》 were Wu, Yuan-Yuan; Shao, Wu-Bin; Zhu, Jian-Jun; Long, Zhou-Qing; Liu, Li-Wei; Wang, Pei-Yi; Li, Zhong; Yang, Song. And the article was published in Journal of Agricultural and Food Chemistry in 2019. COA of Formula: C3H3ClO3 The author mentioned the following in the article:

A novel simple 1,3,4-oxadiazole-2-carbohydrazides was reported to discover low-cost and versatile antifungal agents. Bioassay results suggested that a majority of the designed compounds were extremely bioactive against four types of fungi and two kinds of oomycetes. This extreme bioactivity was highlighted by the applausive inhibitory effects of compounds 4b, 4h, 5c, 5g, 5h, 5i, 5m, 5p, 5t, and 5v against Gibberella zeae, affording EC50 values ranging from 0.486μg/mL to 0.799μg/mL, which were superior to that of fluopyram (2.96μg/mL) and comparable to those of carbendazim (0.947μg/mL) and prochloraz (0.570μg/mL). Meanwhile, compounds 4g, 5f, 5i, and 5t showed significant actions against Fusarium oxysporum with EC50 values of 0.652, 0.706, 0.813, and 0.925μg/mL, resp. Pharmacophore exploration suggested that the N’-phenyl-1,3,4-oxadiazole-2-carbohydrazide pattern is necessary for the bioactivity. Mol. docking of 5h with succinate dehydrogenase (SDH) indicated that it can completely locate the inside of the binding pocket via hydrogen-bonding and hydrophobic interactions, revealing that this novel framework might target SDH. This result was further verified by the significant inhibitory effect on SDH activity. In addition, SEM patterns were performed to elucidate the anti-G. zeae mechanism. Given these features, this type of frameworks is a suitable template for future exploration of alternative SDH inhibitors against plant microbial infections. The results came from multiple reactions, including the reaction of Methyl 2-chloro-2-oxoacetate(cas: 5781-53-3COA of Formula: 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.COA of Formula: C3H3ClO3

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