Category: esters-buliding-blocks

Fang, Xianhe published the artcileScalable Total Synthesis of (-)-Triptonide: Serendipitous Discovery of a Visible-Light-Promoted Olefin Coupling Initiated by Metal-Catalyzed Hydrogen Atom Transfer (MHAT), Application In Synthesis of 5205-11-8, the publication is Journal of the American Chemical Society (2022), 144(5), 2292-2300, database is CAplus and MEDLINE.

An efficient and scalable total synthesis of (-)-triptonide is accomplished based on a metal-catalyzed hydrogen atom transfer (MHAT)-initiated radical cyclization. During the optimization of the key step, we discovered that blue LEDs significantly promoted the efficiency of reaction initiated by Co(TPP)-catalyzed MHAT. Further exploration and optimization of this catalytic system led to development of a dehydrogenative MHAT-initiated Giese reaction.

Journal of the American Chemical Society published new progress about 5205-11-8. 5205-11-8 belongs to esters-buliding-blocks, auxiliary class Alkenyl,Benzene,Ester, name is 3-Methylbut-2-en-1-yl benzoate, and the molecular formula is C12H14O2, Application In Synthesis of 5205-11-8.

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

Zhao, Guoqing published the artcileSynthesis of Cyclopentenes, Pyrroles, and Thiophenes via a Sequence of Propargyl-Allenyl Isomerizations, Michael Additions, and Intramolecular Wittig Reactions, Recommanded Product: Ethyl 2-mercaptopropanoate, the publication is Journal of Organic Chemistry (2014), 79(22), 10867-10872, database is CAplus and MEDLINE.

Allenylphosphonium species, reactive Michael acceptors, could be generated from simple, readily available propargylphosphonium salts through propargyl-allenyl isomerization. We developed an efficient synthesis for cyclopentenes, pyrroles, and thiophenes via a sequence of propargyl-allenyl isomerizations, Michael additions, and intramol. Wittig reactions.

Journal of Organic Chemistry published new progress about 19788-49-9. 19788-49-9 belongs to esters-buliding-blocks, auxiliary class Thiol,Aliphatic hydrocarbon chain,Ester, name is Ethyl 2-mercaptopropanoate, and the molecular formula is C8H7N3, Recommanded Product: Ethyl 2-mercaptopropanoate.

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

Chen, Hongyi published the artcileCopper-Catalyzed C-S Coupling of Quaternary Ammonium Salts and Dialkylcarbamodithioic Acid Salts, SDS of cas: 3052-61-7, the publication is Asian Journal of Organic Chemistry (2020), 9(5), 773-777, database is CAplus.

An efficient synthesis of (chiral) alkyl dialkylcarbamodithioates via a CuI-catalyzed C-S cross-coupling reaction of (chiral) quaternary ammonium salts and (chiral) dialkylcarbamodithioic acid salts was developed. C-S coupling products were obtained with extremely high ee values and yields, with enantioenriched arylmethyl trimethylammonium triflates afforded the inverse absolute configuration.

Asian Journal of Organic Chemistry published new progress about 3052-61-7. 3052-61-7 belongs to esters-buliding-blocks, auxiliary class Amine,Benzene,Amide, name is Benzyl diethylcarbamodithioate, and the molecular formula is C12H17NS2, SDS of cas: 3052-61-7.

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

Li, Mei published the artcileHigh-performance recyclable cross-linked polyurethane with orthogonal dynamic bonds: The molecular design, microstructures, and macroscopic properties, SDS of cas: 517-23-7, the publication is Polymer (2018), 127-137, database is CAplus.

Polyurethane materials (PUs) have been widely used in industry and daily life due to the versatile chem. However, despite the rapid advance in synthetic chem., it still remains a significant challenge for the facile fabrication of PUs with a single crosslinked network embedded with excellent mech. properties and recyclability. Herein, in this study, we proposed a simple strategy to fabricate a high-performance recyclable crosslinked PU and revealed the relationship between microscopic structure and macroscopic properties. The UPy (2-ureido-4-[1H]-pyrimidione) motifs were incorporated into the backbone chains of PUs, where the quadruple hydrogen bonding interactions between UPy dimers can significantly enhance the mech. strength and toughness. Furthermore, a single small mol. Diels-Alder adduct was utilized as the chem. crosslinker, rendering the final crosslinked PUs healable and recyclable. The thermal reversibility of the Diels-Alder reaction was well verified by DSC and solid-state NMR spectroscopy. Notably, it was found that the incorporation of UPy motifs could enhance the strain-induced crystallization (SIC), leading to a large stress at break. The structural and dynamic changes induced by SIC were quant. addressed by proton multiple-quantum NMR spectroscopy and SAXS experiments, where SIC further imposed restrictions on the mobility of surrounding polymer chains in the soft domain and led to the change of microphase separated nanostructures. Overall, a simple strategy is proposed here for the facile fabrication of high performance recyclable PUs, and the detailed investigation here on the structure-property relationship may further provide insights into developing high performance polymeric materials.

Polymer published new progress about 517-23-7. 517-23-7 belongs to esters-buliding-blocks, auxiliary class Tetrahydrofuran,Ketone,Ester, name is 3-Acetyldihydrofuran-2(3H)-one, and the molecular formula is C6H8O3, SDS of cas: 517-23-7.

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

Wang, Chan published the artcileOptimization of a pheromone lure by analyzing the peripheral coding of sex pheromones of Spodoptera frugiperda in China, Formula: C14H26O2, the publication is Pest Management Science (2022), 78(7), 2995-3004, database is CAplus and MEDLINE.

Sex pheromones of the fall armyworm, Spodoptera frugiperda, show differences in composition and proportions in different geog. populations, but always contain Z9-14:OAc as the major component. Odorant receptor neurons (ORNs) housed in the long trichoid sensilla (TS) of male antennae are essential to detect female-released sex pheromones in moths. In this study, we identified seven components from pheromone gland extracts of female S. frugiperda in the Yunnan population from China, including (Z)-7-dodecen-1-yl acetate (Z7-12:OAc), (Z)-9-tetradecenal (Z9-14:Ald), (Z)-9-dodecen-1-yl acetate (Z9-12:OAc), (Z)-9-tetradecen-1-yl acetate (Z9-14:OAc), (E)-11-tetradecen-1-yl acetate (E11-14:OAc), (Z)-11-tetradecen-1-yl acetate (Z11-14:OAc) and (Z)-11-hexadecen-1-yl acetate (Z11-16:OAc) at a ratio of 1.2:4:0.8:79.1:1.6:1.6:11.7 by gas chromatog. coupled with mass spectrometry. Gas chromatog.-electroantennog. detection showed that Z9-14:OAc, Z7-12:OAc and Z11-16:OAc are the male antennal active components. Peripheral coding of pheromones in males was investigated by single sensillum recording. Five functional neurons housed in three types of TS were identified based on profiles of neuronal responses, which are responsible for attractive component Z9-14:OAc, synergistic components Z7-12:OAc, Z11-16:OAc, interspecific pheromones (Z)-9-tetradecen-1-ol (Z9-14:OH) and (Z,E)-9,12-tetradecadien-1-yl acetate (Z9,E12-14:OAc), resp. Wind tunnel and field tests demonstrated that a ternary combination of Z9-14:OAc, Z7-12:OAc and Z11-16:OAc at a ratio of 88:1:11 shows the strongest attractiveness to males. An optimized pheromone blend of Z9-14:OAc, Z7-12:OAc and Z11-16:OAc in an 88:1:11 ratio was identified for monitoring the invasive pest S. frugiperda in China. Five functional ORNs encoding intra- and interspecific pheromones were identified in male antennae, of which three neurons encode attractive component Z9-14:OAc, synergistic components Z7-12:OAc and Z11-16:OAc, resp., and the other two neurons encode interspecific pheromones Z9-14:OH and Z9,E12-14:OAc, sep. 2022 Society of Chem. Industry.

Pest Management Science published new progress about 16974-11-1. 16974-11-1 belongs to esters-buliding-blocks, auxiliary class Aliphatic Chain, name is (Z)-Dodec-9-en-1-yl acetate, and the molecular formula is C22H32O2, Formula: C14H26O2.

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

Chen, Kai published the artcileAlternate Heme Ligation Steers Activity and Selectivity in Engineered Cytochrome P450-Catalyzed Carbene-Transfer Reactions, Quality Control of 517-23-7, the publication is Journal of the American Chemical Society (2018), 140(48), 16402-16407, database is CAplus and MEDLINE.

We report a biocatalytic platform of engineered cytochrome P 450 enzymes to carry out carbene-transfer reactions using a lactone-based carbene precursor. By simply altering the heme-ligating residue, we obtained two enzymes that catalyze olefin cyclopropanation (Ser) or S-H bond insertion (Cys). Both enzymes exhibit high catalytic efficiency and stereoselectivity, thus enabling facile access to structurally diverse spiro[2.4]lactones and α-thio-γ-lactones. Computational studies revealed the mechanism of carbene S-H insertion and explain how the axial ligand controls reactivity and selectivity. This work expands the catalytic repertoire of hemeproteins and offers insights into how these enzymes can be tuned for new chem.

Journal of the American Chemical Society published new progress about 517-23-7. 517-23-7 belongs to esters-buliding-blocks, auxiliary class Tetrahydrofuran,Ketone,Ester, name is 3-Acetyldihydrofuran-2(3H)-one, and the molecular formula is C6H8O3, Quality Control of 517-23-7.

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

Hyatt, Joseph R. published the artcileComparison of antioxidant activities of selected phenolic compounds in O/W emulsions and bulk oil, Application In Synthesis of 121-79-9, the publication is Food Chemistry (2021), 129037, database is CAplus and MEDLINE.

Antioxidant activities of 1-o-galloylglycerol (GG), Pr gallate, rosmarinic acid (RA), tocopherols (TOC), and 1:1 combinations of GG/RA and GG/TOC were evaluated using in vitro assays including 2,2-diphenyl-1-picrylhydrazyl (DPPH·), 2,2-azino-bis (3-ethylbenzothiazoline-6-sulfonic acid) (ABTS+.), and ferric reducing antioxidant power (FRAP). Soybean oil stripped of TOC was utilized as bulk oil and as the oil phase in O/W emulsions for accelerated oxidation test with the selected phenolic compounds Efficacies of antioxidants were evaluated by monitoring total oxidation (TOTOX) values and fatty acid profiles of oil and O/W samples during the accelerated oxidation In bulk oil, GG outperformed other singular antioxidants, preventing 39.04% of oxidation for ω-3 fatty acids with a TOTOX value of 166.68. In emulsions, TOC outperformed other singular antioxidants, preventing 38.04% of oxidation with a TOTOX value of 196.72. Considering the polarities of the antioxidants and our testing systems, these results provide supporting evidence for the polar paradox theory.

Food Chemistry published new progress about 121-79-9. 121-79-9 belongs to esters-buliding-blocks, auxiliary class Natural product, name is Propyl 3,4,5-trihydroxybenzoate, and the molecular formula is C10H12O5, Application In Synthesis of 121-79-9.

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

Wang, Zhanguo published the artcileParallel solution-phase synthesis of 4H-benzo[1,4]thiazin-3-one and 1,1-dioxo-1,4-dihydro-2H-1λ⁶-benzo[1,4]thiazin-3-one derivatives from 1,5-difluoro-2,4-dinitrobenzene, SDS of cas: 19788-49-9, the publication is Journal of Combinatorial Chemistry (2007), 9(4), 652-660, database is CAplus and MEDLINE.

This paper discusses the synthesis of privileged structures 4H-benzo[1,4]thiazin-3-one and 1,1-dioxo-1,4-dihydro-2H-1λ⁶-benzo[1,4]thiazin-3-one derivatives in a parallel solution-phase manner using 1,5-difluoro-2,4-dinitrobenzene. Each scaffold possesses four diversity points. A cheap and efficient oxidant, urea-hydrogen peroxide (UHP), was applied for the introduction of the sulfone group. The intramol. cyclization to 1,1-dioxo-1,4-dihydro-2H-1λ⁶-benzo[1,4]thiazin-3-one was achieved by microwave assistance or the use of an inorganic base.

Journal of Combinatorial Chemistry published new progress about 19788-49-9. 19788-49-9 belongs to esters-buliding-blocks, auxiliary class Thiol,Aliphatic hydrocarbon chain,Ester, name is Ethyl 2-mercaptopropanoate, and the molecular formula is C6H4ClNO2, SDS of cas: 19788-49-9.

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