Tag: 100-200

In 2022,Sadhu, Milon M.; Ray, Sumit K.; Unhale, Rajshekhar A.; Singh, Vinod K. published an article in Organic & Biomolecular Chemistry. The title of the article was 《Bronsted acid-catalyzed enantioselective addition of 1,3-diones to in situ generated N-acyl ketimines》.Formula: C8H7FO2 The author mentioned the following in the article:

A Bronsted acid-catalyzed asym. Mannich-type addition of 1,3-diones to cyclic N-acyl ketimines is reported for the synthesis of enantioenriched isoindolinones. Various dicarbonyl-substituted isoindolinones bearing a quaternary carbon stereocenter were synthesized with excellent yields (up to 98%) and moderate to high enantioselectivities (up to 95% ee), and most of them possess a fluorine atom at the reactive center. Furthermore, the synthetic utility of the protocol has been demonstrated by the debenzoylation of the product. In the experimental materials used by the author, we found Methyl 4-fluorobenzoate(cas: 403-33-8Formula: C8H7FO2)

Methyl 4-fluorobenzoate(cas: 403-33-8) can be used in the synthesis of trisubstituted imidazole derivatives containing a 4-fluorophenyl group, a pyrimidine ring, and a CN- or CONH2-substituted benzyl moiety.Formula: C8H7FO2

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

In 2022,Peng, Wei-Yu; Lan, Jian; Zhu, Zheng-Mei; Si, Li-Ping; Zhang, Hao; Zhan, Shu-Zhong; Liu, Hai-Yang published an article in Inorganic Chemistry Communications. The title of the article was 《Synthesis of metal (Ga, Co and Fe) 5,15-bis(pentafluorophenyl)-10-ethoxycarbonylcorrole and their electrocatalytic hydrogen evolution activity》.Computed Properties of C4H5ClO3 The author mentioned the following in the article:

5,15-Bis(pentafluorophenyl)-10-ethoxycarbonylcorrole and their metal complexes (metal = Ga, Co, Fe) had been synthesized and characterized (new complexes). These metal complexes had been used as electrocatalysts for hydrogen evolution reaction (HER) in organic acid and aqueous medium, in which the gallium corrole was firstly used for HER. The results showed that the redox potential of central metal atom for metal-centered metal (eg. Co and Fe) corroles plays a significant role in adjusting catalytic HER activity. Gallium corrole is a ligand-centered HER catalyst, the electronic structure of corrole ligand may play a key role in controlling the electrocatalytic activity. In the experiment, the researchers used many compounds, for example, Ethyl oxalyl monochloride(cas: 4755-77-5Computed Properties of C4H5ClO3)

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.Computed Properties of C4H5ClO3

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

Barboza, Amanda A.; Neto, Attilio Chiavegatti; Rosset, Isac G.; Jardim, Guilherme A. M.; Ferreira, Marco A. B. published an article in 2021. The article was titled 《Synthesis of 3-Carbonyl Trisubstituted Furans via Pd-Catalyzed Aerobic Cycloisomerization Reaction: Development and Mechanistic Studies》, and you may find the article in Journal of Organic Chemistry.Recommanded Product: Ethyl 3-oxopentanoate The information in the text is summarized as follows:

Herein, synthesis of 3-carbonyl-trisubstituted furans via Pd-catalyzed oxidative cycloisomerization reactions of 2-alkenyl-1,3-dicarbonyl scaffolds, using mol. oxygen as the sole oxidant to regenerate active palladium catalytic species, featuring good functional tolerance and mild reaction conditions was reported. Deep investigation of intermediates and transition states of the reaction mechanism were conducted via exptl. and DFT studies, providing a detailed mechanistical profile. The new developed methodol. presents a greener alternative to Wacker-type cycloisomerizations and avoids the use of stoichiometric amounts of oxidants and strong acid additives. The results came from multiple reactions, including the reaction of Ethyl 3-oxopentanoate(cas: 4949-44-4Recommanded Product: Ethyl 3-oxopentanoate)

Ethyl 3-oxopentanoate(cas: 4949-44-4) 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.Recommanded Product: Ethyl 3-oxopentanoate

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

Cheng, You-Song; Chan, Shih-Hsien; Rao, Gunda Ananda; Gurubrahamam, Ramani; Chen, Kwunmin published an article in 2021. The article was titled 《Enantioselective Aza-Friedel-Crafts Reaction of Heteroarenes with in situ Generated Isoxazolium Ions via Chiral Phosphoric Acid Catalysis》, and you may find the article in Advanced Synthesis & Catalysis.Application In Synthesis of N-tert-Butoxycarbonylhydroxylamine The information in the text is summarized as follows:

An asym. organocatalytic aza-Friedel-Crafts reaction was developed to give the enantioenriched isoxazolines I [R = Et, i-Pr, Bn, etc.; R1 = Boc, Cbz; Ar = Ph, 4-BrC6H4, 2-thienyl, etc.; Ar1 = indol-3-yl, pyrrol-2-yl, 5-methyl-pyrrol-2-yl, etc.] bearing a quaternary-substituted stereogenic center in good-to-excellent yields and enantioselectivity (50-99%, 55->99% ee). This protocol involved the in situ generated isoxazolium ions in the presence of a chiral phosphoric acid followed by the heteroarene addition through asym. counteranion-directed catalysis. In the part of experimental materials, we found many familiar compounds, such as N-tert-Butoxycarbonylhydroxylamine(cas: 36016-38-3Application In Synthesis of N-tert-Butoxycarbonylhydroxylamine)

N-tert-Butoxycarbonylhydroxylamine(cas: 36016-38-3) belongs to anime. Primary amines having a tertiary alkyl group (R3CNH2) are difficult to prepare with most methods but are made industrially by the Ritter reaction. In this method a tertiary alcohol reacts with hydrogen cyanide (HCN) in the presence of a concentrated strong acid; a formamide, RNH―CHO, is formed first, which then undergoes hydrolysis.Application In Synthesis of N-tert-Butoxycarbonylhydroxylamine

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

Shimizu, Kazuo; Fujikura, Hideki; Fushimi, Nobuhiko; Nishimura, Toshihiro; Tatani, Kazuya; Katsuno, Kenji; Fujimori, Yoshikazu; Watanabe, Shinjiro; Hiratochi, Masahiro; Nakabayashi, Takeshi; Kamada, Noboru; Arakawa, Koichi; Hikawa, Hidemasa; Azumaya, Isao; Isaji, Masayuki published an article in 2021. The article was titled 《Discovery of remogliflozin etabonate: A potent and highly selective SGLT2 inhibitor》, and you may find the article in Bioorganic & Medicinal Chemistry.Name: Ethyl 3-oxopentanoate The information in the text is summarized as follows:

We optimized the structure of an active metabolite (1) of WAY-123783, which was obtained from mouse urine after oral administration, to improve selectivity for SGLT2 and oral bioavailability. O-glucoside derivative 24 (remogliflozin etabonate) was subsequently identified as a potent, highly selective, and orally available SGLT2 inhibitor. In the present study, a series of pyrazole-O-glucoside derivatives of the active metabolite of WAY-123783 was designed and synthesized to identify novel orally available selective SGLT2 inhibitors. SAR studies revealed that the substituent at 5-position of the pyrazole ring could affect the intestinal stability of the glucosidic linkage, and that a 5-meth-ylpyrazole bearing 4-isopropoxybenzyl group was the optimal structure of this scaffold. To improve oral absorption, alkylation of the 1-nitrogen atom of the pyrazole ring and prodrug formation of the sugar moiety were effective; therefore, iso-Pr and ethoxycarbonyl groups were resp. introduced. The experimental part of the paper was very detailed, including the reaction process of Ethyl 3-oxopentanoate(cas: 4949-44-4Name: Ethyl 3-oxopentanoate)

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.Name: Ethyl 3-oxopentanoate

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

《A Bis-Polydentate Oxamate-Based Achiral Ligand That Can Stabilize a Macrocyclic Mixed Valence Compound or Induce a 1D Helical Chain》 was written by Li, Ang; Li, Yanling; Chamoreau, Lise-Marie; Desmarets, Christophe; Lisnard, Laurent; Journaux, Yves. Category: esters-buliding-blocks And the article was included in European Journal of Inorganic Chemistry in 2020. The article conveys some information:

The reaction of the N-(2-hydroxyphenyl)oxamate ligand (ohpma) has been investigated with cobalt(II) and copper(II) ions. It has led to two coordination compounds, (TMA)3[{CoIII(ohpma)2CoII(MeOH)2}3]·10H2O·5MeOH (1) and (HNEt3)[Cu(ohpma)] (2). Both compounds have been characterized by single-crystal x-ray diffraction and magnetometry. The x-ray diffraction studies have revealed atypical structures that are not commonly observed in oxamate coordination chem. with a macrocyclic arrangement for the mixed-valence cobalt-based complex 1, and a helical chiral chain for compound 2. In the latter, the bis-polydentate nature of the (ohpma)3- ligand with distinct tridentate and bidentate coordination sites creates a chirogenic center on the copper ion. The investigation of the magnetic properties shows for complex 1 a single-mol. magnet behavior detectable under static field, while antiferromagnetic interactions dominate the behavior of 2. In the part of experimental materials, we found many familiar compounds, such as Ethyl oxalyl monochloride(cas: 4755-77-5Category: esters-buliding-blocks)

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.Category: esters-buliding-blocks

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

《Metal-Free Direct C-H β-Carbonyl Alkylation of Heteroarenes with Cyclopropanols Mediated by K2S2O8》 was written by Liu, Qiang; Wang, Qiang; Xie, Guanqun; Fang, Zeyang; Ding, Shujiang; Wang, Xiaoxia. Name: Methyl 4-fluorobenzoate And the article was included in European Journal of Organic Chemistry in 2020. The article conveys some information:

Direct C-H β-carbonyl alkylation of heteroarenes under metal-, acid- and photo-catalyst free conditions has been achieved. A wide scope of substrates, such as various substituted quinolines and isoquinolines, pyridines, pyridazine, benzo[d]thiazole and phenanthroline, underwent the β-carbonyl alkylation efficiently via K2S2O8-mediated ring-opening of cyclopropanols. The corresponding β-heteroarylated ketones were obtained in moderate to excellent yields and gram-scale experiments further demonstrated the practicality of this synthetic protocol. The readily available reagents, mild and environmentally benign conditions make the method extremely attractive. The reaction mechanism is also proposed. In the part of experimental materials, we found many familiar compounds, such as Methyl 4-fluorobenzoate(cas: 403-33-8Name: Methyl 4-fluorobenzoate)

Methyl 4-fluorobenzoate(cas: 403-33-8) can be used in the synthesis of trisubstituted imidazole derivatives containing a 4-fluorophenyl group, a pyrimidine ring, and a CN- or CONH2-substituted benzyl moiety.Name: Methyl 4-fluorobenzoate

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

《Synthesis of Highly Enantioenriched Sulfonimidoyl Fluorides and Sulfonimidamides by Stereospecific Sulfur-Fluorine Exchange (SuFEx) Reaction》 was written by Greed, Stephanie; Briggs, Edward L.; Idiris, Fahima I. M.; White, Andrew J. P.; Luecking, Ulrich; Bull, James A.. Product Details of 4248-19-5 And the article was included in Chemistry – A European Journal in 2020. The article conveys some information:

Sulfonimidamides present exciting opportunities as chiral isosteres of sulfonamides, with potential for addnl. directional interactions. Here the authors present the first modular enantioselective synthesis of sulfonimidamides, including the first stereoselective synthesis of enantioenriched sulfonimidoyl fluorides, and studies on their reactivity. A new route to sulfonimidoyl fluorides is presented from solid bench-stable, N-Boc-sulfinamide salt building blocks. Enantioenriched arylsulfonimidoyl fluorides are shown to be readily racemized by fluoride ions. Conditions are developed, which trap fluoride and enable the stereospecific reaction of sulfonimidoyl fluorides with primary and secondary amines (100% es) generating sulfonimidamides with up to 99% ee. Aryl and alkyl sulfonimidoyl fluoride reagents are suitable for mild late stage functionalization reactions, exemplified by coupling with a selection of complex amines in marketed drugs. In addition to this study using tert-Butyl carbamate, there are many other studies that have used tert-Butyl carbamate(cas: 4248-19-5Product Details of 4248-19-5) was used in this study.

tert-Butyl carbamate(cas: 4248-19-5) 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).Product Details of 4248-19-5

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

In 2016,Rosi, Luca; Frediani, Marco; Frediani, Piero; Bartoli, Mattia published 《a simple protocol for quantitative analysis of bio-oils through gas-chromatography/mass spectrometry》.European Journal of Mass Spectrometry published the findings.Related Products of 6149-41-3 The information in the text is summarized as follows:

A new and simple protocol for quant. anal. of bio-oils using gas-chromatog./mass spectrometry is suggested. Compounds were identified via their mass spectra, and then unavailable response factors were calculated with respect to di-Ph as the internal standard using a modified method previously suggested for gas chromatog. with flame ionization detection. This new protocol was applied to the characterization of bio-oils obtained from the pyrolysis of woods of different sources or using different pyrolysis procedures. This protocol allowed evaluation of the yields of products from poplar pyrolysis (among 50% and 99%), while a reduced amounts of products were identified from the pyrolysis of cellulose (between 46% and 58%). The main product was always acetic acid, but it was formed in very large yields from poplar while lower yields were obtained from cellulose. The experimental part of the paper was very detailed, including the reaction process of Methyl 3-hydroxypropanoate(cas: 6149-41-3Related Products of 6149-41-3)

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. Related Products of 6149-41-3

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

In 2016,Shintre, Suhas A.; Ramjugernath, Deresh; Singh, Parvesh; Koorbanally, Neil A. published 《Synthesis and structure elucidation using 2D NMR and thermal coefficient investigation on amino acid tethered quinoxalines》.Magnetic Resonance in Chemistry published the findings.Quality Control of Methyl 4-fluoro-3-nitrobenzoate The information in the text is summarized as follows:

A series of aminoacid tethered quinoxalines, e. g., I, were prepared and characterized. Extensive 2D NMR studies, X-ray crystallog. and thermal coefficient investigations were used to provide a full structural elucidation of these aminoacid tethered quinoxalines. Addnl.,the d. functional theory (DFT) and mol. dynamic (MD)simulations were employed to explain the hydrogen bondingtendency and conformational flexibility of these compounds In the experiment, the researchers used many compounds, for example, Methyl 4-fluoro-3-nitrobenzoate(cas: 329-59-9Quality Control of Methyl 4-fluoro-3-nitrobenzoate)

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.Quality Control of Methyl 4-fluoro-3-nitrobenzoateMethyl 4-fluoro-3-nitrobenzoate is used to prepare dimethyl 3-nitro-3′,4-oxydibenzoate by reacting with 3-hydroxy-benzoic acid methyl ester.

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