Tag: 100-200

In 2019,Angewandte Chemie, International Edition included an article by Ronson, Thomas O.; Renders, Evelien; Van Steijvoort, Ben F.; Wang, Xubin; Wybon, Clarence C. D.; Prokopcova, Hana; Meerpoel, Lieven; Maes, Bert U. W.. Reference of 3-(Methoxycarbonyl)benzoic acid. The article was titled 《Ruthenium-Catalyzed Reductive Arylation of N-(2-Pyridinyl)amides with Isopropanol and Arylboronate Esters》. The information in the text is summarized as follows:

A new three-component reductive arylation of amides with stable reactants (iPrOH and arylboronate esters), making use of a 2-pyridinyl (Py) directing group, is described. The N-Py-amide substrates are readily prepared from carboxylic acids and PyNH2, and the resulting N-Py-1-arylalkanamine reaction products are easily transformed into the corresponding chlorides by substitution of the HN-Py group with HCl. The 1-aryl-1-chloroalkane products allow substitution and cross-coupling reactions. Therefore, a general protocol for the transformation of carboxylic acids into a variety of functionalities is obtained. The Py-NH2 byproduct can be recycled. In the experiment, the researchers used 3-(Methoxycarbonyl)benzoic acid(cas: 1877-71-0Reference of 3-(Methoxycarbonyl)benzoic acid)

3-(Methoxycarbonyl)benzoic acid(cas: 1877-71-0) 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 3-(Methoxycarbonyl)benzoic acid Polyesters are important plastics, with monomers linked by ester moieties.

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

In 1971,Bulletin of the Chemical Society of Japan included an article by Nojima, Masatomo; Tatsumi, Koichi; Tokura, Niichiro. Application In Synthesis of Ethyl 1-methylcyclopentanecarboxylate. The article was titled 《Carbonylation of cycloalkyl halides with carbon monoxide in the antimony pentachloride-liquid sulfur dioxide system》. The information in the text is summarized as follows:

Carbonylation of tertiary cycloalkyl halides and alcs. in SbCl5-liquid SO2 at -70°/1 atm gave esters without considerable isomerization of the double bond and C skeleton. Compounds with vicinal dibromo substituents, e.g., 1 tertiary and 1 secondary bromide, reacted only at the tertiary site to give the ester, while the secondary bromide exchanged its bromide with a Cl atom of SbCl5. The reactivity of the tertiary and secondary bromides near a substituent, such as a CO group, was greatly diminished in the carbonylation reaction. In the part of experimental materials, we found many familiar compounds, such as Ethyl 1-methylcyclopentanecarboxylate(cas: 6553-72-6Application In Synthesis of Ethyl 1-methylcyclopentanecarboxylate)

Ethyl 1-methylcyclopentanecarboxylate(cas: 6553-72-6) is a member of cyclopentanes. Although cyclopentane itself doesn’t have a single highly favoured conformation, a substituent on the cyclopentane ring can upset the balance of strains thereby favouring either the envelope or the half-chair.Application In Synthesis of Ethyl 1-methylcyclopentanecarboxylate

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

《Trisubstituted thiazoles as potent and selective inhibitors of Plasmodium falciparum protein kinase G (PfPKG)》 was written by Tsagris, Denise J.; Birchall, Kristian; Bouloc, Nathalie; Large, Jonathan M.; Merritt, Andy; Smiljanic-Hurley, Ela; Wheldon, Mary; Ansell, Keith H.; Kettleborough, Catherine; Whalley, David; Stewart, Lindsay B.; Bowyer, Paul W.; Baker, David A.; Osborne, Simon A.. Synthetic Route of C8H6FNO4This research focused ontrisubstituted thiazole preparation Plasmodium protein kinase G inhibitor; Malaria; PfPKG; Plasmodium falciparum; Thiazole. The article conveys some information:

A series of trisubstituted thiazoles have been identified as potent inhibitors of Plasmodium falciparum (Pf) cGMP-dependent protein kinase (PfPKG) through template hopping from known Eimeria PKG (EtPKG) inhibitors. The thiazole series has yielded compounds with improved potency, kinase selectivity and good in vitro ADME properties. These compounds could be useful tools in the development of new anti-malarial drugs in the fight against drug resistant malaria. After reading the article, we found that the author used Methyl 4-fluoro-3-nitrobenzoate(cas: 329-59-9Synthetic Route of C8H6FNO4)

Methyl 4-fluoro-3-nitrobenzoate(cas: 329-59-9) belongs to methyl benzoate. Methyl benzoate reacts at both the ring and the ester, depending on the substrate. Electrophiles attack the ring, illustrated by acid-catalysed nitration with nitric acid to give methyl 3-nitrobenzoate.Synthetic Route of C8H6FNO4

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

《Diastereodivergent Intermolecular 1,2-Diamination of Unactivated Alkenes Enabled by Iodine Catalysis》 was written by Minakata, Satoshi; Miwa, Hayato; Yamamoto, Kenya; Hirayama, Arata; Okumura, Sota. Formula: C5H11NO2This research focused onvicinal diamine diastereoselective preparation; iodine catalyst stereoselective diamination alkene nitrobenzenesulfonamide chlorosulfamide; diastereodivergent diamination internal alkene iodine catalyst nitrobenzenesulfonamide chlorosulfamide. The article conveys some information:

The stereospecific, substrate (nitrogen source)-controlled intermol. anti- and syn-1,2-diaminations of unactivated alkenes using iodine as the catalyst is reported. The combined use of the two potential methods provides access to both diastereomers of 1,2-diamines from E- and Z-alkenes, and the resulting products can be readily converted into free vicinal diamines. In the experiment, the researchers used many compounds, for example, tert-Butyl carbamate(cas: 4248-19-5Formula: C5H11NO2)

tert-Butyl carbamate(cas: 4248-19-5) 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).Formula: C5H11NO2

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

《ansa-Zirconocene Catalysts for Isotactic-Selective Propene Polymerization at High Temperature: A Long Story Finds a Happy Ending》 was written by Kulyabin, Pavel S.; Goryunov, Georgy P.; Sharikov, Mikhail I.; Izmer, Vyatcheslav V.; Vittoria, Antonio; Budzelaar, Peter H. M.; Busico, Vincenzo; Voskoboynikov, Alexander Z.; Ehm, Christian; Cipullo, Roberta; Uborsky, Dmitry V.. HPLC of Formula: 609-08-5This research focused onzirconocene ansa triptycene annelated preparation catalyst stereoregular polymerization propylene; stereoregular polypropylene preparation high temperature polymerization triptycene zirconocene catalyst. The article conveys some information:

Triptycene-annelated bis-indenyl ansa-zirconocenes were prepared as catalysts for stereoselective polymerization of propene, producing polypropylene with high degree of stereoregularity. Absolute rigidity is rare in the “”soft”” world of organometallics. Here we introduce two cyclopenta[a]triptycyl ansa-zirconocene catalysts for isotactic-selective propene polymerization, designed by means of an integrated high-throughput experimentation/quant. structure-activity relationship modeling approach. An ultrarigid ligand precisely wrapped around the Zr center enforces an enzyme-like lock and key fit, effectively hampering undesired reactive events, even at high temperature Stereodefective units are hardly detectable by 13C NMR in the polymer produced at 120°; this corresponds to an enantioselectivity exceeding 6-7 kcal/mol: i.e., less than 1 propene misinsertion every 4000 (and at room temperature, one every ~40000!). In addition to this study using Diethyl 2-methylmalonate, there are many other studies that have used Diethyl 2-methylmalonate(cas: 609-08-5HPLC of Formula: 609-08-5) was used in this study.

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.HPLC of Formula: 609-08-5

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

《A Structurally Robust Chiral Borate Ion: Molecular Design, Synthesis, and Asymmetric Catalysis》 was written by Uraguchi, Daisuke; Ueoka, Fumito; Tanaka, Naoya; Kizu, Tomohito; Takahashi, Wakana; Ooi, Takashi. Application of 4755-77-5This research focused onvinyl ether diastereoselective enantioselective regioselective Prins cyclization DFT; dihydropyran preparation; chiral binaphthyldiamine borate catalyst preparation; asymmetric catalysis; borates; cyclization; ion pairs; organocatalysis. The article conveys some information:

Catalysis by chiral weakly-coordinating anions (WCAs) remains underdeveloped due to the lack of a mol. design strategy for exploiting their characteristics, such as the non-nucleophilic nature. The development of a chiral borate ion comprising an O,N,N,O-tetradentate backbone, e,g., I, which ensures hitherto unattainable structural robustness is reported. Upon pairing with a proton, the hydrogen borate acts as an effective catalyst for the asym. Prins-type cyclization of vinyl ethers, providing access to structurally and stereochem. defined dihydropyrans. The key to selectivity control is the distinct ability of the borate ion to discriminate the prochiral faces of the acyclic oxonium ion intermediate and dictate the regiochem. outcome. We anticipate that this study paves the way for exploring the untapped potential of WCA catalysis for selective chem. synthesis. The experimental process involved the reaction of Ethyl oxalyl monochloride(cas: 4755-77-5Application of 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.Application of 4755-77-5

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

SDS of cas: 2495-35-4In 2020 ,《Silyl Radical-Mediated Activation of Sulfamoyl Chlorides Enables Direct Access to Aliphatic Sulfonamides from Alkenes》 was published in Journal of the American Chemical Society. The article was written by Hell, Sandrine M.; Meyer, Claudio F.; Laudadio, Gabriele; Misale, Antonio; Willis, Michael C.; Noel, Timothy; Trabanco, Andres A.; Gouverneur, Veronique. The article contains the following contents:

Single electron reduction is more challenging for sulfamoyl chlorides than sulfonyl chlorides. However, sulfamoyl and sulfonyl chlorides can be easily activated by Cl-atom abstraction by a silyl radical with similar rates. This latter mode of activation was therefore selected to access aliphatic sulfonamides, applying a single-step hydrosulfamoylation using inexpensive olefins, tris(trimethylsilyl)silane, and photocatalyst Eosin Y. This late-stage functionalization protocol generates mols. as complex as sulfonamide-containing cyclobutyl-spirooxindoles for direct use in medicinal chem. In the part of experimental materials, we found many familiar compounds, such as Benzyl acrylate(cas: 2495-35-4SDS of cas: 2495-35-4)

Benzyl acrylate(cas: 2495-35-4) is a reagent that can be used in the preparation of 2-(Phosphonomethyl)pentanedioic Acid, a selective glutamate carboxypeptidase 2 (GCP-II) inhibitor. It can also be used in the preparation of high refractive index polyacrylates.SDS of cas: 2495-35-4

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

Safety of Diethyl 2-methylmalonateIn 2021 ,《An Alkyne-Metathesis-Based Approach to the Synthesis of the Anti-Malarial Macrodiolide Samroiyotmycin A》 was published in Angewandte Chemie, International Edition. The article was written by Yiannakas, Ektoras; Grimes, Mark I.; Whitelegge, James T.; Fuerstner, Alois; Hulme, Alison N.. The article contains the following contents:

The authors report the first total synthesis of samroiyotmycin A (I), a C2-sym. 20-membered anti-malarial macrodiolide isolated from Streptomyces sp. The convergent synthetic strategy orchestrates bisalkyne fragment-assembly using an unprecedented Schollkopf-type condensation on substituted β-lactone II and an ambitious late-stage one-pot alkyne cross metathesis-ring-closing metathesis (ACM-RCAM) reaction. The demanding alkyne metathesis sequence is achieved using the latest generation of molybdenum alkylidynes endowed with a tripodal silanolate ligand framework. Subsequent conversion to the required E-alkenes uses contemporary hydrometallation chem. catalyzed by tetrameric cluster [{Cp*RuCl}4]. After reading the article, we found that the author used Diethyl 2-methylmalonate(cas: 609-08-5Safety of Diethyl 2-methylmalonate)

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.Safety of Diethyl 2-methylmalonate

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

Synthetic Route of C8H14O4In 2020 ,《Revival of Cyclopolymerizable Monomers as Low-Shrinkage Cross-Linkers》 appeared in Macromolecules (Washington, DC, United States). The author of the article were Peer, Gernot; Kury, Markus; Gorsche, Christian; Catel, Yohann; Fruehwirt, Philipp; Gescheidt, Georg; Moszner, Norbert; Liska, Robert. The article conveys some information:

Cyclopolymerizable monomers (CPMs) are rarely described as crosslinkers, as their most prominent feature is the ability to form soluble polymer chains. In this study, we design a dimalonate-based CPM and investigate its ability as a low-shrinkage reactive diluent in a com. resin. It demonstrates high reactivity in radical photopolymerization with significantly reduced volumetric shrinkage and shrinkage stress compared to com. monomers. The investigated CPM is copolymerizable with conventional methacrylates and yields photopolymers with similar mech. properties. Addnl., an in-depth evaluation of the propagation step during cyclopolymn. was performed via NMR studies. Considering the low volumetric shrinkage of the CPM-crosslinker, additive manufacturing or dental resins represent highly promising applications. In the part of experimental materials, we found many familiar compounds, such as Diethyl 2-methylmalonate(cas: 609-08-5Synthetic Route of C8H14O4)

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.Synthetic Route of C8H14O4

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

In 2022,Yesilcimen, Ahmet; Jiang, Na-Chuan; Gottlieb, Felix H.; Wasa, Masayuki published an article in Journal of the American Chemical Society. The title of the article was 《Enantioselective Organocopper-Catalyzed Hetero Diels-Alder Reaction through in Situ Oxidation of Ethers into Enol Ethers》.Application In Synthesis of Ethyl oxalyl monochloride The author mentioned the following in the article:

A catalytic method for the enantio- and diastereoselective union of alkyl ethers R1CH2CH2OR2 (R1 = H, CH2Si(Me)3, Ph, 1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl, etc.; R2 = CH3, CD3) and heterodienes R3CH=CHC(O)C(O)OR4 (R3 = Me, Ph, 4-bromophenyl, 4-methoxy Ph, 1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl ; R4 = Et, prop-2-en-1-yl) was disclosed. A chiral Cu-BOX complex that catalyzes the efficient oxidation of ethers into enol ethers in the presence of trityl acetate has been demonstrated. Then, the organocopper promotes stereoselective hetero Diels-Alder reaction between the in situ generated enol ethers and β,β-unsaturated ketoesters, allowing for rapid access to an array of dihydropyran derivatives endo/exo I and II possessing three vicinal stereogenic centers. In the experiment, the researchers used many compounds, for example, Ethyl oxalyl monochloride(cas: 4755-77-5Application In Synthesis of Ethyl oxalyl monochloride)

Ethyl oxalyl monochloride(cas: 4755-77-5) 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 Ethyl oxalyl monochloride

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