609-08-5 Archives - Page 3 of 9 - Esters-buliding-blocks

Xavier, Tania’s team published research in Organic Letters in 2019 | CAS: 609-08-5

Diethyl 2-methylmalonate(cas: 609-08-5) belongs to aliphatic hydrocarbons. Aliphatic hydrocarbons belong to the most abundant fraction in crude oil. Aliphatics molecules are linear or branched open-chain structures such as n-alkanes, isoalkanes, cycloalkanes (naphthenes), terpenes and steranes.Recommanded Product: Diethyl 2-methylmalonate

In 2019,Organic Letters included an article by Xavier, Tania; Condon, Sylvie; Pichon, Christophe; Le Gall, Erwan; Presset, Marc. Recommanded Product: Diethyl 2-methylmalonate. The article was titled 《Synthesis of α,β-Disubstituted Acrylates via Galat Reaction》. The information in the text is summarized as follows:

Galat reactions between aldehydes and substituted malonic acids half oxyester are efficiently catalyzed by morpholine in refluxing toluene. This transformation allows the stereoselective synthesis of diverse α,β-disubstituted acrylates in moderate to good yields. This method constitutes an attractive alternative to existing methods in terms of scope and eco-compatibility. In the experiment, the researchers used Diethyl 2-methylmalonate(cas: 609-08-5Recommanded Product: Diethyl 2-methylmalonate)

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

Harada, Shingo’s team published research in ACS Catalysis in 2020 | CAS: 609-08-5

Safety of Diethyl 2-methylmalonateIn 2020 ,《Site-Selective and Chemoselective C-H Functionalization for the Synthesis of Spiroaminals via a Silver-Catalyzed Nitrene Transfer Reaction》 was published in ACS Catalysis. The article was written by Harada, Shingo; Kobayashi, Mayu; Kono, Masato; Nemoto, Tetsuhiro. The article contains the following contents:

Although intense research over the last 2 decades revealed a diverse proficiency of nitrene species in chem. disciplines, control of the selectivity in the reaction manifold has remained a challenge. Authors report herein the development of site-selective and chemoselective C-H functionalization involving nitrene species to synthesize densely functionalized spiroaminals. A rhodium catalyst generally used in nitrene chem. gave amide C-N insertion products and/or the corresponding ketones, whereas a silver catalyst with an achiral bisoxazoline (BOX) ligand provided C-H insertion products. Mechanistic anal. based on integrated exptl. and computational studies indicated that the nitrene transfer occurred through an asynchronous concerted process involving triplet spin-correlated radical pairs, affording the corresponding stereodefined spiromols. The experimental process involved the reaction of Diethyl 2-methylmalonate(cas: 609-08-5Safety of Diethyl 2-methylmalonate)

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

Kato, Hiroki’s team published research in Chemical Science in 2020 | CAS: 609-08-5

《Catalytic three-component C-C bond forming dearomatization of bromoarenes with malonates and diazo compounds》 was published in Chemical Science in 2020. These research results belong to Kato, Hiroki; Musha, Itsuki; Komatsuda, Masaaki; Muto, Kei; Yamaguchi, Junichiro. Recommanded Product: Diethyl 2-methylmalonate The article mentions the following:

A Pd-catalyzed dearomative three-component C-C bond formation of bromoarenes with diazo compounds and malonates was developed. Various bromoarenes ranging from benzenoids to azines and heteroles were transformed to the corresponding substituted alicyclic mols. The key to this reaction is the generation of a benzyl-palladium intermediate, which reacts with malonates to form a Pd-O-enolate species. Strikingly, the present method enabled rapid access to multi-substituted alicycles through subsequent elaboration of dearomatized products. In the part of experimental materials, we found many familiar compounds, such as Diethyl 2-methylmalonate(cas: 609-08-5Recommanded Product: Diethyl 2-methylmalonate)

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

Tsuji, Hiroaki’s team published research in Organic Letters in 2019 | CAS: 609-08-5

In 2019,Organic Letters included an article by Tsuji, Hiroaki; Hashimoto, Keisuke; Kawatsura, Motoi. Name: Diethyl 2-methylmalonate. The article was titled 《Nickel-Catalyzed Benzylic Substitution of Benzyl Esters with Malonates as a Soft Carbon Nucleophile》. The information in the text is summarized as follows:

The nickel-catalyzed benzylic substitution of benzyl alc. derivatives with a soft carbon nucleophile is extremely rare compared to that with a hard carbon nucleophile. The nickel-catalyzed benzylic substitution of benzyl esters with malonates as a soft carbon nucleophile is achieved. Primary and secondary benzyl 2,3,4,5,6-pentafluorobenzoates as well as a wide variety of malonate derivatives were well tolerated in the nickel-catalyzed reaction, providing the corresponding alkylation products in 46-86% yields (34 examples). Addnl., a possible reaction mechanism that would underwent via the η1- and η3-benzylnickel intermediates is proposed. After reading the article, we found that the author used Diethyl 2-methylmalonate(cas: 609-08-5Name: Diethyl 2-methylmalonate)

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

Zhidkov, Maxim E.’s team published research in Marine Drugs in 2022 | CAS: 609-08-5

In 2022,Zhidkov, Maxim E.; Kaune, Moritz; Kantemirov, Alexey V.; Smirnova, Polina A.; Spirin, Pavel V.; Sidorova, Maria A.; Stadnik, Sergey A.; Shyrokova, Elena Y.; Kaluzhny, Dmitry N.; Tryapkin, Oleg A.; Busenbender, Tobias; Hauschild, Jessica; Rohlfing, Tina; Prassolov, Vladimir S.; Bokemeyer, Carsten; Graefen, Markus; von Amsberg, Gunhild; Dyshlovoy, Sergey A. published an article in Marine Drugs. The title of the article was 《Study of Structure-Activity Relationships of the Marine Alkaloid Fascaplysin and Its Derivatives as Potent Anticancer Agents》.Category: esters-buliding-blocks The author mentioned the following in the article:

Marine alkaloid fascaplysin and its derivatives are known to exhibit promising anticancer properties in vitro and in vivo. However, toxicity of these mols. to non-cancer cells was identified as a main limitation for their clin. use. Here, for the very first time, we synthesized a library of fascaplysin derivatives covering all possible substituent introduction sites, i.e., cycles A, C and E of the 12H-pyrido[1-2-a:3,4-b′]diindole system. Their selectivity towards human prostate cancer vs. non-cancer cells, as well as the effects on cellular metabolism, membrane integrity, cell cycle progression, apoptosis induction and their ability to intercalate into DNA were investigated. A pronounced selectivity for cancer cells was observed for the family of di- and trisubstituted halogen derivatives (modification of cycles A and E), while a modification of cycle C resulted in a stronger activity in therapy-resistant PC-3 cells. Among others, 3,10-dibromofascaplysin exhibited the highest selectivity, presumably due to the cytostatic effects executed via the targeting of cellular metabolism Moreover, an introduction of radical substituents at C-9, C-10 or C-10 plus C-3 resulted in a notable reduction in DNA intercalating activity and improved selectivity. Taken together, our research contributes to understanding the structure-activity relationships of fascaplysin alkaloids and defines further directions of the structural optimization. After reading the article, we found that the author used Diethyl 2-methylmalonate(cas: 609-08-5Category: esters-buliding-blocks)

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

Santra, Surojit’s team published research in Organic Letters in 2020 | CAS: 609-08-5

《Enantioselective α-Amination of Acyclic 1,3-Dicarbonyls Catalyzed by N-Heterocyclic Carbene》 was published in Organic Letters in 2020. These research results belong to Santra, Surojit; Maji, Ujjwal; Guin, Joyram. Quality Control of Diethyl 2-methylmalonate The article mentions the following:

Herein, we describe a method for the catalytic enantioselective α-amination of α-substituted acyclic 1,3-ketoamides and 1,3-amidoesters that affords the products possessing N-substituted quaternary stereocenters with a chiral N-heterocyclic carbene (NHC). The reaction is based on the utilization of an intrinsic Bronsted base characteristic of NHC that enables the catalytic formation of a chiral ion pair comprising the enolate and the azolium ion. A series of challenging open-chain α-substituted 1,3-dicarbonyls are aminated via this method with ee’s of ≤99%. The experimental process involved the reaction of Diethyl 2-methylmalonate(cas: 609-08-5Quality Control of Diethyl 2-methylmalonate)

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

Zahara, Adam J.’s team published research in Organic Letters in 2020 | CAS: 609-08-5

《Programmed Sequential Additions to Halogenated Mucononitriles》 was written by Zahara, Adam J.; Hinds, Elsa M.; Nguyen, Andrew L.; Wilkerson-Hill, Sidney M.. SDS of cas: 609-08-5 And the article was included in Organic Letters in 2020. The article conveys some information:

Dihalomucononitriles were synthesized and their reactivity evaluated to assess their ability to function as linchpin reagents. Bis(2-chloroacrylonitrile) and bis(2-bromoacrylonitrile) were synthesized from 2,1,3-benzothiadiazole and undergo conjugate addition/elimination reactions with both nitrogen (40-95% yield) and carbon nucleophiles (72-93% yield). Secondary amines undergo monosubstitutions, while carbon nucleophiles are added twice. The sequence of addition of the nucleophiles could be controlled to give mixed addition products. The multicomponent coupling products could then be converted to natural product like motifs using intramol. cyclization reactions. In the experimental materials used by the author, we found Diethyl 2-methylmalonate(cas: 609-08-5SDS of cas: 609-08-5)

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

Chen, Yinbo’s team published research in Tetrahedron Letters in 2021 | CAS: 609-08-5

Chen, Yinbo; Shi, Jinhui; Li, Liang; Liu, Fei; Zhang, Xiquan; Yang, Yulei published an article in 2021. The article was titled 《An alternative synthesis for iloprost via a key bicyclic aldehyde intermediate》, and you may find the article in Tetrahedron Letters.COA of Formula: C8H14O4 The information in the text is summarized as follows:

An alternative synthesis for iloprost has been accomplished in 14 steps via a convergent synthesis starting from com. available (-)-Corey lactone diol. The syntheses employ a new and key chiral bicyclic aldehyde (I) intermediate, which is primed for attachment of the required α-side chain and ω-side chain. In the experimental materials used by the author, we found Diethyl 2-methylmalonate(cas: 609-08-5COA of Formula: C8H14O4)

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

Li, Yi-Ming’s team published research in Bioorganic Chemistry in 2020 | CAS: 609-08-5

《Design, synthesis and anti-HIV evaluation of 5-alkyl- 6-(benzo[d][1,3]dioxol-5-alkyl)-2-mercaptopyrimidin-4(3H)-ones as potent HIV-1 NNRTIs》 was published in Bioorganic Chemistry in 2020. These research results belong to Li, Yi-Ming; Luo, Rong-Hua; Yang, Liu-Meng; Huang, Si-Ming; Li, Sui-Yuan; Zheng, Yu-Gui; Ni, Dong-Xuan; Cui, Yi-Man; Zhang, Xing-Jie; Li, Xiao-Li; Zhang, Rui-Han; Tang, E.; Zhang, Hong-Bin; Zheng, Yong-Tang; He, Yan-Ping; Xiao, Wei-Lie. Safety of Diethyl 2-methylmalonate The article mentions the following:

The new HIV-1 NNRTIs, a series of 5-alkyl-6-(benzo[d][1,3]dioxol-5-ylalkyl)-2-mercaptopyrimidin-4(3H)-ones I [R = C6H5C(O)CH2, 2-[4-(benzoyloxy)phenyl]-2-oxoethyl, (5-phenyl-1H-pyrazol-3-yl)methyl, etc.; R1 = Me, Et; n = 0, 1] was synthesized and screened for their in vitro cytotoxicity against HIV-1. Most of the compounds synthesized showed high activity against wild-type HIV-1 strain (IIIB) while IC50 values are in the range of 0.06-12.95μM. Among them, the most active HIV-1 inhibitor was compound I (R = 4-OHC6H4C(O)CH2; R1 = Et; n = 1), which exhibited similar HIV-1 inhibitory potency (IC50 = 0.06μM, CC50 = 96.23μM) compared with nevirapine (IC50 = 0.04μM, CC50 >200μM) and most of compounds exhibited submicromolar IC50 values indicating they were specific RT inhibitors. The compounds I (R = 4-OHC6H4C(O)CH2, R1 = Et, n = 1; R = 4-OHC6H4C(O)CH2, R1 = Et, n = 0; R = 2-(4-[(2H-1,3-benzodioxol-5-yl)carbonyloxy]phenyl)-2-oxoethyl, R1 = Et, n = 1) were selected for further study. It was found that all of them had little toxicity to peripheral blood mononuclear cell (PBMC), and had a good inhibitory effect on the replication of HIV-1 protease inhibitor resistant strains, fusion inhibitor resistant strains and nucleosides reverse transcriptase inhibitor resistant strains, as well as on clin. isolates. Besides, compound I [R = 4-OHC6H4C(O)CH2, R1 = Et, n = 1; R = 4-OHC6H4C(O)CH2, R1 = Et, n = 0] showed inhibition of HIV-1 RT RNA-dependent DNA polymerization activity and DNA-dependent DNA polymerization activity, while compound I [R = 2-(4-[(2H-1,3-benzodioxol-5-yl)carbonyloxy]phenyl)-2-oxoethyl, R1 = Et, n = 1] only showed inhibition of HIV DNA-dependent DNA polymerization activity, which was different from classical reverse transcriptase inhibitors. This study which offered the preliminary structure-activity relationships and modeling studies of these new compounds has provided the valuable avenues for future mol. optimization.Diethyl 2-methylmalonate(cas: 609-08-5Safety of Diethyl 2-methylmalonate) was used in this study.

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

Mozes, Chen’s team published research in ACS Chemical Biology in 2020 | CAS: 609-08-5

Quality Control of Diethyl 2-methylmalonateIn 2020 ,《Modulation of Bacterial Quorum Sensing by Strigolactones》 appeared in ACS Chemical Biology. The author of the article were Mozes, Chen; Meijler, Michael M.. The article conveys some information:

Strigolactones are plant hormones with multiple roles that act as signaling mols. in many processes in the rhizosphere. In recent years, addnl. roles of strigolactones in nature have emerged, and here we report that strigolactones are able to modulate bacterial quorum sensing (QS) in the human pathogen Vibrio cholerae. After reading the article, we found that the author used Diethyl 2-methylmalonate(cas: 609-08-5Quality Control of Diethyl 2-methylmalonate)

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