Category: 30414-53-0

Zhan, Fuxu published the artcileCopper/Silver Co-catalyzed Regioselective C5-H Functionalization of 8-Aminoquinoline Amides with 1,3-Dicarbonyl Compounds, Synthetic Route of 30414-53-0, the publication is Synthesis (2020), 52(7), 1007-1014, database is CAplus.

A copper/silver co-catalyzed cross-dehydrogenative coupling reaction is developed to achieve exclusively remote C5-H coupling of 8-aminoquinoline amides I (R = tert-Bu, Me, Ph, cyclohexyl, etc.) with the methylenic sp³ C-H bond of 1,3-dicarbonyl compds R¹COCH₂COR² (R¹ = Me, methoxy, ethoxy, isopropyloxy; R² = Me, Et, cyclopropyl, iso-Pr, phenyl). This protocol provides a highly regioselective synthetic route for the preparation of 8-aminoquinoline amides II under mild conditions. Preliminary experiments reveal that radicals may be involved in this catalytic transformation.

Synthesis published new progress about 30414-53-0. 30414-53-0 belongs to esters-buliding-blocks, auxiliary class Aliphatic hydrocarbon chain,Ketone,Ester, name is Methyl 3-oxovalerate, and the molecular formula is C9H16BNO2, Synthetic Route of 30414-53-0.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Zhang, Xiang-Jin published the artcileCascade Wolff Rearrangement/Acylation: A Metal-Free and Eco-Friendly Approach for 4-Hydroxy-pyrazolo[3,4-b]pyridin-6-ones and N-Pyrazole Amides Synthesis from 5-Aminopyrazoles and α-Diazoketones, HPLC of Formula: 30414-53-0, the publication is Journal of Organic Chemistry (2021), 86(23), 17471-17481, database is CAplus and MEDLINE.

A highly chemoselective cascade Wolff rearrangement/acylation reaction between 5-aminopyrazoles and diazo compounds has been developed. The protocol can facilitate the switchable synthesis of 4-hydroxy-pyrazolo[3,4-b]pyridin-6-ones I (R¹ = Me, Et, Ph, etc.; R² = Ph, t-Bu, 2-naphthyl, etc.; R³ = Ph, 4-MeOC₆H₄, 3-thienyl, etc.) and N-pyrazole amides II (R¹ = Me, t-Bu, Ph; R² = Ph, 4-FC₆H₄, 2-naphthyl, etc.; R³ = Me, c-hexyl, Ph, etc.; R⁴ = Me, Et) with the merits of a broad substrate scope, high functional group compatibility, and green and sustainable performance manner. All reactions proceeded efficiently without any catalyst and additives (acid and base) and resulted in the release of benign N₂, wherein di-Et carbonate served as a green benign solvent.

Journal of Organic Chemistry published new progress about 30414-53-0. 30414-53-0 belongs to esters-buliding-blocks, auxiliary class Aliphatic hydrocarbon chain,Ketone,Ester, name is Methyl 3-oxovalerate, and the molecular formula is C12H9N3O4, HPLC of Formula: 30414-53-0.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Qian, Xing-Kai published the artcileDiscovery of pyrazolones as novel carboxylesterase 2 inhibitors that potently inhibit the adipogenesis in cells, Synthetic Route of 30414-53-0, the publication is Bioorganic & Medicinal Chemistry (2021), 116187, database is CAplus and MEDLINE.

Carboxylesterase 2 (CES2) is one of the most important Phase I drug metabolizing enzymes in the carboxylesterase family. It plays crucial roles in the bioavailability of oral ester prodrugs and the therapeutic effect of some anticancer drugs such as irinotecan (CPT11) and capecitabine. In addition to the well-known roles of CES2 in xenobiotic metabolism, the enzyme also participates in endogenous metabolism and the production of lipids. In this study, we synthesized a series of pyrazolones and assayed their inhibitory effects against CES2 in vitro. Structure-activity relationship anal. of these pyrazolones (I) reveals that the introduction of 4-methylphenyl unit (R¹), 4-methylbenzyl (R²) and cyclohexyl (R³) moieties are beneficial for CES2 inhibition. Guided by these SARs results, 1-cyclohexyl-4-(4-methylbenzyl)-3-p-tolyl-1H-pyrazol-5(4H)-one (27, II) was designed and synthesized. Further investigations demonstrated that the compound 27 exhibited stronger CES2 inhibition activity with a lower IC₅₀ value (0.13μM). The inhibition kinetic study demonstrated that compound 27 inhibited the hydrolysis of CES2-fluorescein diacetate (FD) through non-competitive inhibition. In addition, the mol. docking showed that the core of pyrazolone, the cyclohexane moiety, 4-methylbenzyl and 4-methylphenyl groups in compound 27 all played important roles with the amino acid residues of CSE2. Also, compound 27 could inhibit adipocyte adipogenesis induced by mouse preadipocytes. In brief, we designed and synthesized a novel pyrazolone compound with a strong inhibitory ability on CES2 and could inhibit the adipogenesis induced by mouse preadipocytes, which can be served as a promising lead compound for the development of more potent pyrazolone-type CES2 inhibitors, and also used as a potential tool for exploring the biol. functions of CES2 in human being.

Bioorganic & Medicinal Chemistry published new progress about 30414-53-0. 30414-53-0 belongs to esters-buliding-blocks, auxiliary class Aliphatic hydrocarbon chain,Ketone,Ester, name is Methyl 3-oxovalerate, and the molecular formula is C6H10O3, Synthetic Route of 30414-53-0.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Wang, Xiao-Mei published the artcileEnantioselective Synthesis of Nitrogen-Nitrogen Biaryl Atropisomers via Copper-Catalyzed Friedel-Crafts Alkylation Reaction, Name: Methyl 3-oxovalerate, the publication is Journal of the American Chemical Society (2021), 143(37), 15005-15010, database is CAplus and MEDLINE.

Nitrogen-nitrogen bonds containing motifs are ubiquitous in natural products and bioactive compounds However, the atropisomerism arising from a restricted rotation around an N-N bond is largely overlooked. Here, a method to access the first enantioselective synthesis of N-N biaryl atropisomers via a Cu-bisoxazoline-catalyzed Friedel-Crafts alkylation reaction is described. A wide range of axially chiral N-N bisazaheterocycle compounds were efficiently prepared in high yields with excellent enantioselectivities via desymmetrization and kinetic resolution Heating experiments showed that the axially chiral bisazaheterocycle products have high rotational barriers.

Journal of the American Chemical Society published new progress about 30414-53-0. 30414-53-0 belongs to esters-buliding-blocks, auxiliary class Aliphatic hydrocarbon chain,Ketone,Ester, name is Methyl 3-oxovalerate, and the molecular formula is C13H9FO, Name: Methyl 3-oxovalerate.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Wang, Wenxing published the artcileElectrochemical synthesis of 1,2,4,5-tetrasubstituted imidazoles from enamines and benzylamines, Quality Control of 30414-53-0, the publication is Organic & Biomolecular Chemistry (2021), 19(30), 6682-6686, database is CAplus and MEDLINE.

An electrochem. method for synthesizing 1,2,4,5-tetrasubstituted imidazoles I (R = Me, Et, Ph, i-Pr; R¹ = n-Bu, Bn, cyclohexyl, 4-chlorophenyl, naphthalen-1-yl, etc.; R² = Me, OMe, OEt, Ot-Bu; R³ = Ph, 2,3-dichlorophenyl, thiophen-2-yl, etc.) was developed under undivided electrolytic conditions. This synthesis was specifically realized based on electrochem. C(sp³)-H amination via enamines (Z)-RC(NHR¹)=C(O)R² and amines R³NH₂. Readily available starting materials were used, avoiding the use of both transition metals and oxidants. The practicability of the method lies in its broad substrate adaptability and in its ability to provide a simple green pathway for synthesizing GABAA receptor analogs I (R = Me; R¹ = 2,4-dichlorophenyl; R² = OEt; R³ = 4-bromophenyl).

Organic & Biomolecular Chemistry published new progress about 30414-53-0. 30414-53-0 belongs to esters-buliding-blocks, auxiliary class Aliphatic hydrocarbon chain,Ketone,Ester, name is Methyl 3-oxovalerate, and the molecular formula is C4H10O2, Quality Control of 30414-53-0.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Bairagi, Keshab M. published the artcileAntidiabetic Activity of Dihydropyrimidine Scaffolds and Structural Insight by Single Crystal X-ray Studies, HPLC of Formula: 30414-53-0, the publication is Medicinal Chemistry (Sharjah, United Arab Emirates) (2020), 16(7), 996-1003, database is CAplus and MEDLINE.

This research project is designed to identify the anti-diabetic effects of the newly synthesized compounds to conclude the perspective of consuming one or more of these new synthetic compounds for diabetes management. A series of dihydropyrimidine (DHPM) derivative bearing electron releasing and electron-withdrawing substituent′s on Ph ring (a-j) were synthesized and screened for antihyperglycemic(anti-diabetic) activity on streptozotocin (STZ) induced diabetic rat model. The newly synthesized compounds were characterized by using FT-IR, m.p., ¹H and ¹³C NMR anal. The crystal structure and supramol. features were analyzed through single-crystal X-ray study. Anti-diabetic activity testing of newly prepared DHPM scaffolds was mainly based on their relative substituent on the Ph ring along with urea and thiourea. Among the synthesized DHPM scaffold, the test compound c having chlorine group on Ph ring at the ortho position to the hydropyrimidine ring with urea and Me acetoacetate derivative shows moderate lowering of glucose level. However, the title compounds Me 4-(4-hydroxy-3-methoxyphenyl)- 6-methyl-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate(g) and Et 4-(3-ethoxy-4- hydroxyphenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate(h) having methoxy and ethoxy substituents on Ph ring show significant hypoglycemic activity compared to the remaining compounds from the Scheme 1. The exptl. rat models for the study were divided into 13 groups (n = 10); group 1 animals were treated with 0.5% CMC (0.5mL) (vehicle); group 2 were considered the streptozotocin (STZ)/nicotinamide diabetic control group (DC) and untreated, group 3 diabetic animals were administered with gliclazide 50 mg/kg and act as a reference drug group. The remaining groups of the diabetic animals were administered with the newly synthesized dihydropyrimidine compounds in a single dose of 50 mg/kg orally using the oral gavage, daily for 7 days continuously. The blood glucose level was measured before and 72 h after nicotinamide-STZ injection, for confirmation of hyperglycemia and type 2 diabetes development. Blood glucose levels were significantly (p<0.05) reduced after treatment with these derivatives The mean percentage reduction for gliclazide was 50%, while that of synthesized compounds were approx. 36%. Our result suggests that the synthesized new DHPM derivative containing alkoxy group on the Ph ring shows a significant lowering of glucose level compared to other derivatives

Medicinal Chemistry (Sharjah, United Arab Emirates) published new progress about 30414-53-0. 30414-53-0 belongs to esters-buliding-blocks, auxiliary class Aliphatic hydrocarbon chain,Ketone,Ester, name is Methyl 3-oxovalerate, and the molecular formula is C6H10O3, HPLC of Formula: 30414-53-0.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Zhang, Jing published the artcileDesign, Synthesis, and Structure-Activity Relationship Study of Pyrazolones as Potent Inhibitors of Pancreatic Lipase, Product Details of C6H10O3, the publication is ChemMedChem (2021), 16(10), 1600-1604, database is CAplus and MEDLINE.

In this study, a series of pyrazolones was synthesized, and their inhibitory effects against pancreatic lipase (PL) were assayed by using 4-methylumbelliferyl oleate (4-MUO) as optical substrate for PL. Comprehensive structure-activity relationship anal. of these pyrazolones led us to design and synthesize a novel compound I as a potent mixed-competitive inhibitor of PL (IC₅₀=0.30μM). In addition, compound I displayed some selectivity over other known serine hydrolases. A mol. docking study for compound I demonstrated that the inhibitory activity of compound I towards PL could be attributed to the π-π interactions of 2-naphthyl unit and hydrophobic interactions of Ph moiety with the active site of PL. Thus, compound I could serve as promising lead compound for the development of more efficacious and selective pyrazolones-type PL inhibitors for biomedical applications.

ChemMedChem published new progress about 30414-53-0. 30414-53-0 belongs to esters-buliding-blocks, auxiliary class Aliphatic hydrocarbon chain,Ketone,Ester, name is Methyl 3-oxovalerate, and the molecular formula is C11H21BF4N2O2, Product Details of C6H10O3.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Yang, Han-Lin published the artcileBase-iodine-promoted metal-catalyst-free reactions of [60]fullerene with β-keto esters for the selective formation of [60]fullerene derivatives, COA of Formula: C6H10O3, the publication is RSC Advances (2020), 10(41), 24549-24554, database is CAplus and MEDLINE.

Methanofullerenes and 2′,3′-dihydrofuran C₆₀derivatives were selectively synthesized in high yields via the reactions of C₆₀with β-keto esters under mild conditions by controlling the addition sequence and molar ratio of iodine and base. The structures of the products were determined by spectroscopic characterization. Moreover, a possible reaction mechanism for the selective formation of fullerene derivatives was proposed.

RSC Advances published new progress about 30414-53-0. 30414-53-0 belongs to esters-buliding-blocks, auxiliary class Aliphatic hydrocarbon chain,Ketone,Ester, name is Methyl 3-oxovalerate, and the molecular formula is C20H28B2O4S2, COA of Formula: C6H10O3.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Zhou, Yao published the artcileCu-Catalyzed Denitrogenative Transannulation of 3-Aminoindazoles To Assemble 1-Aminoisoquinolines and 3-Aminobenzothiophenes, Computed Properties of 30414-53-0, the publication is Organic Letters (2019), 21(22), 8869-8873, database is CAplus and MEDLINE.

Discloses is a Cu-catalyzed denitrogenative transannulation of 3-aminoindazoles to afford diverse functionalized 3-aminobenzothiophenes and 1-aminoisoquinolines. This transformation proceeds via an “extrude-and-sew” strategy with an unprecedented radical reactivity of 3-aminoindazoles.

Organic Letters published new progress about 30414-53-0. 30414-53-0 belongs to esters-buliding-blocks, auxiliary class Aliphatic hydrocarbon chain,Ketone,Ester, name is Methyl 3-oxovalerate, and the molecular formula is C12H17NS2, Computed Properties of 30414-53-0.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Gao, Xin published the artcilePhotoenzymatic Synthesis of α-Tertiary Amines by Engineered Flavin-Dependent “Ene”-Reductases, Related Products of esters-buliding-blocks, the publication is Journal of the American Chemical Society (2021), 143(47), 19643-19647, database is CAplus and MEDLINE.

α-Tertiary amines are a common motif in pharmaceutically important mols. but are challenging to prepare using asym. catalysis. Here, author demonstrate engineered flavin-dependent ‘ene’-reductases (EREDs) can catalyze radical additions into oximes to prepare this motif. Two different EREDs were evolved into competent catalysts for this transformation with high levels of stereoselectivity. Mechanistic studies indicate that the oxime contributes to the enzyme templated charge-transfer complex formed between the substrate and cofactor. These products can be further derivatized to prepare a variety of motifs, highlighting the versatility of ERED photoenzymic catalysis for organic synthesis.

Journal of the American Chemical Society published new progress about 30414-53-0. 30414-53-0 belongs to esters-buliding-blocks, auxiliary class Aliphatic hydrocarbon chain,Ketone,Ester, name is Methyl 3-oxovalerate, and the molecular formula is C6H10O3, Related Products of esters-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics