Tag: 100-200

《Photoredox-Catalyzed Deaminative Alkylation via C-N Bond Activation of Primary Amines》 was written by Ashley, Melissa A.; Rovis, Tomislav. Application In Synthesis of Benzyl acrylate And the article was included in Journal of the American Chemical Society in 2020. The article conveys some information:

Primary amines are often cheap, naturally occurring, and chem. diverse starting materials. For these reasons, deaminative functionalization of amines has emerged as an important area of research. Recent advances in C-N activation transform simple α-1° and α-2° amines into alkylating reagents via Katritzky pyridinium salts. We report a complementary method that activates sterically encumbered α-3° primary amines through visible light photoredox catalysis. By condensing α-3° primary amines with electron-rich aryl aldehyde, we enable an oxidation and deprotonation event, which generates a key imidoyl radical intermediate. A subsequent β-scission event liberates alkyl radicals for coupling with electron-deficient olefins for the generation of unnatural γ-quaternary amino acids and other valuable synthetic targets. Thus, e.g., reaction of tert-Bu acrylate with the alkyl radical derived from oxidation/deprotonation/β-scission of the imine condensation product of 1-adamantylamine with 2,4,6-trimethoxybenzaldehyde afforded tert-Bu 3-(1-adamantyl)propanoate (71%). The experimental part of the paper was very detailed, including the reaction process of Benzyl acrylate(cas: 2495-35-4Application In Synthesis of Benzyl acrylate)

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.Application In Synthesis of Benzyl acrylate

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

《Ligand-Enabled γ-C(sp3)-H Olefination of Free Carboxylic Acids》 was written by Ghosh, Kiron Kumar; Uttry, Alexander; Mondal, Arup; Ghiringhelli, Francesca; Wedi, Philipp; van Gemmeren, Manuel. Product Details of 2495-35-4 And the article was included in Angewandte Chemie, International Edition in 2020. The article conveys some information:

The authors report the ligand-enabled C-H activation/olefination of free carboxylic acids in the γ-position. Through an intramol. Michael addition, δ-lactones were obtained as products. Two distinct ligand classes are identified that enable the challenging palladium-catalyzed activation of free carboxylic acids in the γ-position. The developed protocol features a wide range of acid substrates and olefin reaction partners and is applicable on a preparatively useful scale. Insights into the underlying reaction mechanism obtained through kinetic studies are reported. In addition to this study using Benzyl acrylate, there are many other studies that have used Benzyl acrylate(cas: 2495-35-4Product Details of 2495-35-4) was used in this study.

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.Product Details of 2495-35-4

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

The author of 《Green synthesis of methyl salicylate using novel sulfated iron oxide-zirconia catalyst》 were Molleti, Jayaram; Yadav, Ganapati D.. And the article was published in Clean Technologies and Environmental Policy in 2019. Product Details of 119-36-8 The author mentioned the following in the article:

Esters of salicylic acid are in demand for the synthesis of drugs, food preservatives, pharmaceuticals, perfumes and solvents. A novel sulfated Fe2O3-ZrO2 catalyst with different iron loadings was prepared by the combustion technique and used in the preparation of Me salicylate from salicylic acid and di-Me carbonate. This process is a viable and safe substitute to other esterification processes, involving harmful alkylating agents and chems. The activity of sulfated Fe2O3-ZrO2 was evaluated for the esterification of salicylic acid with di-Me carbonate. No solvent was used and hence the quality of the product was excellent. The product Me salicylate is extensively used in the food and pharma industries. Catalysts with different loadings of iron on zirconia (5, 10, 15, 20 weight%) were synthesized, and their activities evaluated vis-a-́vis ZrO2 and sulfated zirconia. The catalysts were characterized using SEM, XRD, FTIR, TGA, NH3-TPD and BET surface area anal. The activity of the catalysts increases after the loading of iron on zirconia and 10 weight% sulfated Fe2O3-ZrO2 gave the highest acidity and activity for the synthesis of Me salicylate. The effect of various kinetic parameters on the rate of esterification of salicylic acid was studied. The optimum conditions for 99% conversion of salicylic acid with 100% selectivity was 120 °C after 150 min at a 1:10 molar ratio of salicylic acid to di-Me carbonate and catalyst loading of 0.03 g/cm3. The reaction mechanism and kinetics were studied. The activation energy for this reaction was found to be 13.82 kcal/mol.Methyl Salicylate(cas: 119-36-8Product Details of 119-36-8) was used in this study.

Methyl Salicylate(cas: 119-36-8) is a natural herbivore-induced plant volatile. It is a naturally occurring product in trees, legumes, exotic plants, vegetables, berries, and the primary constituent of the oil of wintergreen.Methyl Salicylate is produced from salicylic acid.Product Details of 119-36-8

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

The author of 《Asymmetric Dearomatization of Indole Derivatives with N-Hydroxycarbamates Enabled by Photoredox Catalysis》 were Cheng, Yuan-Zheng; Zhao, Qing-Ru; Zhang, Xiao; You, Shu-Li. And the article was published in Angewandte Chemie, International Edition in 2019. Safety of N-tert-Butoxycarbonylhydroxylamine The author mentioned the following in the article:

Under blue LED irradiation and aerobic conditions in the presence of an iridium photoredox catalyst and a nonracemic binaphthylphosphoric acid, indoles with nucleophiles appended at the 3-position such as I underwent enantioselective dearomatization and cyclization reactions with N-hydroxycarbamates such as HONHCO2R (R = 2,4,6-Me3C6H2CH2) to yield nonracemic furoindoles such as II (R = 2,4,6-Me3C6H2CH2), pyrroloindoles, and indoloquinolines. The mechanism of the reaction was studied using fluorescence quenching, measurement of oxidation potentials, and reaction inhibition by TEMPO; sequential single-electron transfer oxidations of the indole moiety are needed to generate the configurationally biased carbocation species while providing the source of stereochem. induction for the reaction. After reading the article, we found that the author used N-tert-Butoxycarbonylhydroxylamine(cas: 36016-38-3Safety of N-tert-Butoxycarbonylhydroxylamine)

N-tert-Butoxycarbonylhydroxylamine(cas: 36016-38-3) belongs to anime. Many important products require amines as part of their syntheses. Methylamine is utilized in the production of the analgesic meperidine (trade name Demerol) and the photographic developer Metol (trademark), and dimethylamine is used in the synthesis of the antihistamine diphenhydramine (trade name Benadryl), the solvent dimethylformamide (DMF), and the rocket propellant 1,1-dimethylhydrazine. The synthesis of the insect repellent N,N-diethyl-m-toluamide (DEET) incorporates diethylamine while that of the synthetic fibre Kevlar requires aromatic amines.Safety of N-tert-Butoxycarbonylhydroxylamine

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

In 2019,Angewandte Chemie, International Edition included an article by Yedoyan, Julietta; Wurzer, Nikolai; Klimczak, Urszula; Ertl, Thomas; Reiser, Oliver. Computed Properties of C5H11NO3. The article was titled 《Regio- and Stereoselective Synthesis of Functionalized Dihydropyridines, Pyridines and 2H-Pyrans: Heck Coupling of Monocyclopropanated Heterocycles》. The information in the text is summarized as follows:

A palladium-catalyzed coupling between aryl halides and monocyclopropanated pyrroles or furans was developed, leading to valuable six-membered N- and O-heterocycles I [R = Me, t-Bu, Et; R1 = H, CHO, COOMe, COOt-Bu; Ar = 4-MeO-C6H4, 2-naphthyl, 2-methylquinolin-6-yl, etc.; X = O, N-Boc]. As the key step, a selective cleavage of the non-activated endocyclic C-C bond of the 2-heterobicyclo-[3.1.0]hexane framework was achieved. The developed method offered access to highly functionalized piperidines, pyridines, and pyrans that are challenging to access by traditional methods. The experimental part of the paper was very detailed, including the reaction process of N-tert-Butoxycarbonylhydroxylamine(cas: 36016-38-3Computed Properties of C5H11NO3)

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.Computed Properties of C5H11NO3

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

In 2019,Bioorganic & Medicinal Chemistry Letters included an article by Kobayakawa, Takuya; Konno, Kiju; Ohashi, Nami; Takahashi, Kohei; Masuda, Ami; Yoshimura, Kazuhisa; Harada, Shigeyoshi; Tamamura, Hirokazu. SDS of cas: 4755-77-5. The article was titled 《Soluble-type small-molecule CD4 mimics as HIV entry inhibitors》. The information in the text is summarized as follows:

Several small mol. CD4 mimics have been reported previously as HIV-1 entry inhibitors, which block the interaction between the Phe43 cavity of HIV-1 gp120 and the host CD4. Known CD4 mimics such as NBD-556 possess significant anti-HIV activity but are less soluble in water, perhaps due to their hydrophobic aromatic ring-containing structures. Compounds with a pyridinyl group in place of the Ph group in these mols. have been designed and synthesized in an attempt to increase the hydrophilicity. Some of these new CD4 mimics, containing a tetramethylpiperidine ring show significantly higher water solubility than NBD-556 and have high anti-HIV activity and synergistic anti-HIV activity with a neutralizing antibody. The CD4 mimic that has a cyclohexylpiperidine ring and a 6-fluoropyridin-3-yl ring has high anti-HIV activity and no significant cytotoxicity. The present results will be useful in the future design and development of novel soluble-type mol. CD4 mimics. After reading the article, we found that the author used Ethyl oxalyl monochloride(cas: 4755-77-5SDS of cas: 4755-77-5)

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.SDS of cas: 4755-77-5

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

In 2019,Organic & Biomolecular Chemistry included an article by Putta, V. P. Rama Kishore; Gujjarappa, Raghuram; Tyagi, Ujjawal; Pujar, Prasad P.; Malakar, Chandi C.. Reference of Ethyl 2-amino-2-thioxoacetate. The article was titled 《A metal- and base-free domino protocol for the synthesis of 1,3-benzoselenazines, 1,3-benzothiazines and related scaffolds》. The information in the text is summarized as follows:

Efficient protocols have been described for the synthesis of 1,3-benzoselenazines, 1,3-benzothiazines, 2-arylthiazin-4-ones and diaryl[b,f][1,5]diazocine-6,12(5H,11H)-diones. These transformations were successfully driven towards product formation under mild acid catalyzed reaction conditions at room temperature using 2-aminoaryl/hetero-aryl alkyl alcs. and amides as substrates. The merits of the present methods also rely on the easy access of rarely explored bioactive scaffolds like 1,3-benzoselenazine derivatives, for which well-documented methods are rarely known in the literature. A broad range of substrates with both electron-rich and electron-deficient groups were well-tolerated under the developed conditions to furnish the desired products in yields up to 98%. The scope of the devised method was not only restricted to the synthesis of 1,3-benzoselenazines, but it was further extended towards the synthesis of 1,3-benzothiazines, 1,3-benzothiazinones and the corresponding eight-membered N-heterocycles such as diaryl[b,f][1,5]diazocine-6,12(5H,11H)-diones. In the experiment, the researchers used many compounds, for example, Ethyl 2-amino-2-thioxoacetate(cas: 16982-21-1Reference of Ethyl 2-amino-2-thioxoacetate)

Ethyl 2-amino-2-thioxoacetate(cas: 16982-21-1) 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.Reference of Ethyl 2-amino-2-thioxoacetate

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

In 2015,Burdi, Douglas F.; Campbell, John E.; Wang, Jun; Zhao, Sufang; Zhong, Hua; Wei, Jianfeng; Campbell, Una; Shao, Liming; Herman, Lee; Koch, Patrick; Jones, Philip G.; Hewitt, Michael C. published 《Evolution and synthesis of novel orally bioavailable inhibitors of PDE10A》.Bioorganic & Medicinal Chemistry Letters published the findings.Application of 16982-21-1 The information in the text is summarized as follows:

The design and synthesis of highly potent, selective orally bioavailable inhibitors of PDE10A is reported. Starting with an active compound of modest potency from a small focused screen, we were able to evolve this series to a lead mol. with high potency and selectivity vs. other PDEs using structure-based design. A systematic refinement of ADME properties during lead optimization led to a lead compound with good half-life that was brain penetrant. Compound I was highly potent vs. PDE10A (IC50 = 1.0 nM), demonstrated high selectivity (>1000-fold) against other PDEs and was efficacious when dosed orally in a rat model of psychosis, PCP-induced hyperlocomotion with an EC50 of 1 mg/kg. In the part of experimental materials, we found many familiar compounds, such as Ethyl 2-amino-2-thioxoacetate(cas: 16982-21-1Application of 16982-21-1)

Ethyl 2-amino-2-thioxoacetate(cas: 16982-21-1) belongs to anime. Left-handed and right-handed forms (mirror-image configurations, known as optical isomers or enantiomers) are possible when all the substituents on the central nitrogen atom are different (i.e., the nitrogen is chiral). With amines, there is extremely rapid inversion in which the two configurations are interconverted.Application of 16982-21-1

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

In 2009,Gowda, N. R. Thimme; Kavitha, C. V.; Chiruvella, Kishore K.; Joy, Omana; Rangappa, Kanchugarakoppal S.; Raghavan, Sathees C. published 《Synthesis and biological evaluation of novel 1-(4-methoxyphenethyl)-1H-benzimidazole-5-carboxylic acid derivatives and their precursors as antileukemic agents》.Bioorganic & Medicinal Chemistry Letters published the findings.Related Products of 329-59-9 The information in the text is summarized as follows:

The synthesis and preliminary evaluation of novel 1-(4-methoxyphenethyl)-1H-benzimidazole-5-carboxylic acid derivatives and their precursors as potential chemotherapeutic agents are reported. In each case, the structures of the compounds were determined by FTIR, 1H NMR, and mass spectroscopy. Among the synthesized mols., Me 1-(4-methoxyphenethyl)-2-(4-fluoro-3-nitrophenyl)-1H-benzimidazole-5-carboxylate (I) induced maximum cell death in leukemic cells with an IC50 value of 3 μM. FACS anal. shows that the compound I induces S/G2 cell cycle arrest, which was further supported by the observed down regulation of CDK2, Cyclin B1, and PCNA. The observed downregulation of proapoptotic proteins, upregulation of antiapoptotic proteins, cleavage of PARP, and elevated levels of DNA strand breaks indicated the activation of apoptosis by I. These results suggest that I could be a potent anti-leukemic agent. In the experimental materials used by the author, we found Methyl 4-fluoro-3-nitrobenzoate(cas: 329-59-9Related Products of 329-59-9)

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.Related Products of 329-59-9

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

In 2007,Shearer, Barry G.; Chao, Esther Y.; Uehling, David E.; Deaton, David N.; Cowan, Conrad; Sherman, Bryan W.; Milliken, Tula; Faison, Walter; Brown, Kathleen; Adkison, Kimberly K.; Lee, Frank published 《Synthesis and evaluation of potent and selective β3 adrenergic receptor agonists containing heterobiaryl carboxylic acids》.Bioorganic & Medicinal Chemistry Letters published the findings.Recommanded Product: Ethyl 2-amino-2-thioxoacetate The information in the text is summarized as follows:

Nonracemic (chlorophenethylaminoethylamino)phenyl heteroarylcarboxylic acids such as I are prepared as selective human β3 adrenergic receptor agonists for potential use as agents for the treatment of type 2 diabetes; the selectivities of the heteroarylcarboxylic acids for β3 adrenergic receptors over β1 and β2 adrenergic receptors is determined Aminophenylfurancarboxylate II is prepared by diazotization of 3-nitroaniline and copper-mediated coupling with 3-furancarboxylic acid followed by esterification with methanol and reduction of the nitro group; aldehyde III (TBS = tert-butyldimethylsilyl; Boc = tert-butoxycarbonyl) is prepared by reduction of the corresponding carboxylic acid Me ester. Reductive amination of III with II followed by cleavage of the silyl and butoxycarbonyl groups and base hydrolysis of the ester provides I. The glucose-lowering effect of I upon oral administration to male db/db mice is determined In the part of experimental materials, we found many familiar compounds, such as Ethyl 2-amino-2-thioxoacetate(cas: 16982-21-1Recommanded Product: Ethyl 2-amino-2-thioxoacetate)

Ethyl 2-amino-2-thioxoacetate(cas: 16982-21-1) belongs to anime. Left-handed and right-handed forms (mirror-image configurations, known as optical isomers or enantiomers) are possible when all the substituents on the central nitrogen atom are different (i.e., the nitrogen is chiral). With amines, there is extremely rapid inversion in which the two configurations are interconverted.Recommanded Product: Ethyl 2-amino-2-thioxoacetate

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