Tag: 300-400

Total Synthesis of Nucleoside Antibiotics Plicacetin and Streptcytosine A was written by Fu, Jiqiang;Laval, Stephane;Yu, Biao. And the article was included in Journal of Organic Chemistry in 2018.Synthetic Route of C16H22O11 This article mentions the following:

Disaccharide nucleoside antibiotics plicacetin and streptcytosine A (also named rocheicoside A) were effectively synthesized through the common precursor cytosamine. The amosamine and amicetose moieties were efficiently assembled through an α-selective O-glycosylation, and the cytosine nucleus was subsequently introduced through a β-selective gold(I)-catalyzed N-glycosylation. Further microwave-assisted amidation reactions completed the modular syntheses. In the experiment, the researchers used many compounds, for example, (2S,3R,4S,5S,6R)-6-(Acetoxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetrayl tetraacetate (cas: 4163-60-4Synthetic Route of C16H22O11).

(2S,3R,4S,5S,6R)-6-(Acetoxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetrayl tetraacetate (cas: 4163-60-4) belongs to esters. Esters are also usually derived from carboxylic acids. It may also be obtained by reaction of acid anhydride or acid halides with alcohols or by the reaction of salts of carboxylic acids with alkyl halides. Esters contain a carbonyl center, which gives rise to 120° C–C–O and O–C–O angles. Unlike amides, esters are structurally flexible functional groups because rotation about the C–O–C bonds has a low barrier. 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. Synthetic Route of C16H22O11

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

Triflic acid-mediated synthesis of thioglycosides was written by Escopy, Samira;Singh, Yashapal;Demchenko, Alexei V.. And the article was included in Organic & Biomolecular Chemistry in 2019.Recommanded Product: (2S,3R,4S,5S,6R)-6-(Acetoxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetrayl tetraacetate This article mentions the following:

An efficient synthesis of thioglycosides from per-acetates in the presence of triflic acid is described. The developed protocol features high reaction rates and product yields. Some reactive sugar series give high efficiency in the presence of sub-stoichiometric trifluoromethanesulfonic acid (TfOH) in contrast to other known protocols that require multiple equivalent of Lewis acids to reach high conversion rates. In the experiment, the researchers used many compounds, for example, (2S,3R,4S,5S,6R)-6-(Acetoxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetrayl tetraacetate (cas: 4163-60-4Recommanded Product: (2S,3R,4S,5S,6R)-6-(Acetoxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetrayl tetraacetate).

(2S,3R,4S,5S,6R)-6-(Acetoxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetrayl tetraacetate (cas: 4163-60-4) belongs to esters. Esters typically have a pleasant smell; those of low molecular weight are commonly used as fragrances and are found in essential oils and pheromones. Esters are more polar than ethers but less polar than alcohols. They participate in hydrogen bonds as hydrogen-bond acceptors, but cannot act as hydrogen-bond donors, unlike their parent alcohols. This ability to participate in hydrogen bonding confers some water-solubility.Recommanded Product: (2S,3R,4S,5S,6R)-6-(Acetoxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetrayl tetraacetate

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

Development of selective tight-binding inhibitors of leukotriene A₄ hydrolase was written by Yuan, Wei;Munoz, Benito;Wong, Chi Huey;Haeggstroem, Jesper Z.;Wetterholm, Anders;Samuelsson, Bengt. And the article was included in Journal of Medicinal Chemistry in 1993.Application In Synthesis of (S)-tert-Butyl (1-(methoxy(methyl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate This article mentions the following:

A systematic study on the enzyme specificity and the inhibition of leukotriene A₄ hydrolase amidase activity with more than 30 synthetic inhibitors has led to the development of α-keto-β-amino ester I (R = COCO₂CH₂Ph) and thioamine I (R = CH₂SH) as tight-binding, competitive type transition-state analog inhibitors of the aminopeptidase activity, with K_i values of 46 and 18 nM, resp. Both compounds also inhibit the epoxide hydrolase activity, with the IC₅₀ values of 1 μM and 0.1 μM, resp. In the experiment, the researchers used many compounds, for example, (S)-tert-Butyl (1-(methoxy(methyl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate (cas: 87694-53-9Application In Synthesis of (S)-tert-Butyl (1-(methoxy(methyl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate).

(S)-tert-Butyl (1-(methoxy(methyl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate (cas: 87694-53-9) belongs to esters. Esters are widespread in nature and are widely used in industry. In nature, fats are in general triesters derived from glycerol and fatty acids. Esters are responsible for the aroma of many fruits. Liquid esters of low volatility serve as softening agents for resins and plastics. Esters also include many industrially important polymers. Polymethyl methacrylate is a glass substitute sold under the names Lucite and Plexiglas; polyethylene terephthalate is used as a film (Mylar) and as textile fibres sold as Terylene, Fortrel, and Dacron.Application In Synthesis of (S)-tert-Butyl (1-(methoxy(methyl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate

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

Synthesis of New C-2 Triazole-Linked Analogs of Triterpenoid Pentacyclic Saponins was written by Spivak, A. Yu.;Galimshina, Z. R.;Nedopekina, D. A.;Odinokov, V. N.. And the article was included in Chemistry of Natural Compounds in 2018.Related Products of 4163-60-4 This article mentions the following:

C-2 mono- and bis-1,2,3-triazole-linked analogs, e.g., I, of lupane, ursane, and oleane triterpenoid saponins were synthesized for the first time using regioselective Cu(I)-catalyzed 1,3-dipolar cycloaddition (CuAAC) of peracetylated sugar azides and C-2 propynyl derivatives of triterpene acids. Cytotoxic activity of the synthesized compounds was studied in vitro at the National Cancer Institute (USA). Several of the synthesized compounds exhibited weak cytotoxic activity. In the experiment, the researchers used many compounds, for example, (2S,3R,4S,5S,6R)-6-(Acetoxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetrayl tetraacetate (cas: 4163-60-4Related Products of 4163-60-4).

(2S,3R,4S,5S,6R)-6-(Acetoxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetrayl tetraacetate (cas: 4163-60-4) belongs to esters. Carboxylic acid esters of low molecular weight are colourless, volatile liquids with pleasant odours, slightly soluble in water. Many esters have the potential for conformational isomerism, but they tend to adopt an s-cis (or Z) conformation rather than the s-trans (or E) alternative, due to a combination of hyperconjugation and dipole minimization effects. The preference for the Z conformation is influenced by the nature of the substituents and solvent, if present. Lactones with small rings are restricted to the s-trans (i.e. E) conformation due to their cyclic structure.Related Products of 4163-60-4

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

High-throughput screening of 756 chemical contaminants in aquaculture products using liquid chromatography/quadrupole time-of-flight mass spectrometry was written by Bai, Mingkai;Tang, Ruixue;Li, Guorong;She, Wenhai;Chen, Gangjun;Shen, Hongmei;Zhu, Suqin;Zhang, Hongwei;Wu, Haohao. And the article was included in Food Chemistry: X in 2022.Reference of 84-61-7 This article mentions the following:

A high-throughput screening method embracing 756 multiclass chem. contaminants in aquaculture products was developed using modified QuEChERS extraction coupled with liquid chromatog./quadrupole time-of-flight mass spectrometry. A mega-database with retention time/accurate mass data for 524 pesticides, 182 veterinary drugs, 32 persistent organic pollutants and 18 marine toxins was established for compound identification via retrospective library searching. In the four representative matrixes (muscle tissues of tilapia and grouper, and edible portions of oyster and scallop), all the database compounds showed acceptable recovery and repeatability with the screening detection limit and limit of quantification below 0.01 mg/kg for >90% of them. The matrix-matched calibration revealed acceptable quant. property of the method in terms of linear range, linearity, and matrix effect, and fish muscle samples showed stronger matrix effect than shellfish samples. Anal. of 64 real-life samples from aquaculture farms and retail markets evidenced applicability of the proposed method to high-throughput screening scenarios. In the experiment, the researchers used many compounds, for example, Dicyclohexyl phthalate (cas: 84-61-7Reference of 84-61-7).

Dicyclohexyl phthalate (cas: 84-61-7) belongs to esters. Esters are widespread in nature and are widely used in industry. In nature, fats are in general triesters derived from glycerol and fatty acids. Esters are responsible for the aroma of many fruits. Liquid esters of low volatility serve as softening agents for resins and plastics. Esters also include many industrially important polymers. Polymethyl methacrylate is a glass substitute sold under the names Lucite and Plexiglas; polyethylene terephthalate is used as a film (Mylar) and as textile fibres sold as Terylene, Fortrel, and Dacron.Reference of 84-61-7

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

A high-throughput HPLC method for simultaneous quantification of pyrethroid and pyriproxyfen in long-lasting insecticide-treated nets was written by Walker, Kyle J.;Williams, Christopher T.;Oladepo, Folasade O.;Lucas, John;Malone, David;Paine, Mark J. I.;Ismail, Hanafy M.. And the article was included in Scientific Reports in 2022.COA of Formula: C20H26O4 This article mentions the following:

Long-lasting insecticide-treated nets (LLINs) play a crucial role in preventing malaria transmission. LLINs should remain effective for at least three years, even after repeated washings. Currently, monitoring insecticides in LLINs is cumbersome, costly, and requires specialized equipment and hazardous solvents. Our aim was to develop a simple, high-throughput and low-resource method for measuring insecticides in LLINs. To extract insecticides, polyethylene-LLIN samples were heated at 85 °C for 45 min in a non-hazardous solvent mix containing dicyclohexylphthalate as an internal standard The extraction solvent was reduced from 50 to 5 mL using a 0.2 g sample, 90% smaller than the recommended sample size. By optimizing HPLC chromatog., we simultaneously detected pyrethroid and pyriproxyfen insecticides with high sensitivity in LLIN′s extract The method can quantify levels â‰?0.0015% permethrin, 0.00045% alpha-cypermethrin and 0.00025% pyriproxyfen (weight/weight) in polyethylene, allowing for insecticide tracking before and after the use of LLINs. This method can be used to assess LLINs with 1% pyriproxyfen (pyriproxyfen-LLIN) or 2% permethrin (Olyzet Net), 1% pyriproxyfen and 2% permethrin (Olyzet Duo), or 0.55% pyriproxyfen and 0.55% alpha-cypermethrin (Royal Gaurd). One can run 120 samples (40 nets) simultaneously with high precision and accuracy, improving throughput and reducing labour, costs, and environmental impact. In the experiment, the researchers used many compounds, for example, Dicyclohexyl phthalate (cas: 84-61-7COA of Formula: C20H26O4).

Dicyclohexyl phthalate (cas: 84-61-7) belongs to esters. Esters are widespread in nature and are widely used in industry. In nature, fats are in general triesters derived from glycerol and fatty acids. Esters are responsible for the aroma of many fruits. Cyclic esters are called lactones, regardless of whether they are derived from an organic or inorganic acid. One example of an organic lactone is γ-valerolactone.COA of Formula: C20H26O4

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

Synthesis and insecticidal activities of novel solanidine derivatives was written by Beaulieu, Remi;Grand, Eric;Stasik, Imane;Attoumbre, Jacques;Chesnais, Quentin;Gobert, Virginie;Ameline, Arnaud;Giordanengo, Philippe;Kovensky, Jose. And the article was included in Pest Management Science in 2019.Synthetic Route of C16H22O11 This article mentions the following:

Potato (Solanum tuberosum) is the fourth culture in the world and is widely used in the agri-food industries. They generate byproducts in which α-chaconine and α-solanine, the two major solanidine-based glycoalkaloids of potato, are present. As secondary metabolites, they play an important role in the protection system of potato and are involved in plant protection against insects. To add value to these byproducts, we described here new glycoalkaloids that could have phytosanitary properties. Solanidine, as a renewable source, was modified with an azido linker and coupled by copper-catalyzed alkyne azide cycloaddition to alkynyl derivatives of the monosaccharides found in the natural potato glycoalkakoids: D-glucose, D-galactose and L-rhamnose. The efficacy of our compounds was evaluated on the potato aphid Macrosiphum euphorbiae. The synthetic compounds have stronger aphicidal properties against nymphs than unmodified solanidine. They also showed strong aphicidal activities on adults and a neg. impact on fecundity. Our synthetic neoglycoalkaloids affected Macrosiphum euphorbiae survival at the nymphal stage as well as at the adult stage. Furthermore, they induced a decrease in fecundity. Our results show that chem. modifications of byproducts may afford new sustainable compounds for crop and plant protection. In the experiment, the researchers used many compounds, for example, (2S,3R,4S,5S,6R)-6-(Acetoxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetrayl tetraacetate (cas: 4163-60-4Synthetic Route of C16H22O11).

(2S,3R,4S,5S,6R)-6-(Acetoxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetrayl tetraacetate (cas: 4163-60-4) belongs to esters. Esters are widespread in nature and are widely used in industry. In nature, fats are in general triesters derived from glycerol and fatty acids. Esters are responsible for the aroma of many fruits. Esterification is the general name for a chemical reaction in which two reactants (typically an alcohol and an acid) form an ester as the reaction product. Esters are common in organic chemistry and biological materials.Synthetic Route of C16H22O11

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

Design and synthesis of fused tetrahydroisoquinoline-iminoimidazolines was written by Moas-Heloire, Valeria;Renault, Nicolas;Batalha, Vania;Arias, Angela Rincon;Marchivie, Mathieu;Yous, Said;Deguine, Noemie;Buee, Luc;Chavatte, Philippe;Blum, David;Lopes, Luisa;Melnyk, Patricia;Agouridas, Laurence. And the article was included in European Journal of Medicinal Chemistry in 2015.Application In Synthesis of (S)-tert-Butyl (1-(methoxy(methyl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate This article mentions the following:

In the aim of identifying new privileged structures, we describe the 5-steps synthesis of cyclic guanidine compounds “tetrahydroisoquinoline-iminoimidazolines” derived from tetrahydroisoquinoline-hydantoin core. In order to evaluate this new minimal structure and the impact of replacing a carbonyle by a guanidine moiety, their affinity towards adenosine receptor A_2A was evaluated and compared to those of tetrahydroisoquinoline-hydantoin compounds In the experiment, the researchers used many compounds, for example, (S)-tert-Butyl (1-(methoxy(methyl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate (cas: 87694-53-9Application In Synthesis of (S)-tert-Butyl (1-(methoxy(methyl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate).

(S)-tert-Butyl (1-(methoxy(methyl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate (cas: 87694-53-9) belongs to esters. Carboxylic acid esters of low molecular weight are colourless, volatile liquids with pleasant odours, slightly soluble in water. Many esters have the potential for conformational isomerism, but they tend to adopt an s-cis (or Z) conformation rather than the s-trans (or E) alternative, due to a combination of hyperconjugation and dipole minimization effects. The preference for the Z conformation is influenced by the nature of the substituents and solvent, if present. Lactones with small rings are restricted to the s-trans (i.e. E) conformation due to their cyclic structure.Application In Synthesis of (S)-tert-Butyl (1-(methoxy(methyl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate

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

Synthesis of 2,5-disubstituted pyrroles and pyrrolidines by intramolecular cyclization of 6-amino-3-keto sulfones was written by Benetti, Simonetta;De Risi, Carmela;Marchetti, Paolo;Pollini, Gian P.;Zanirato, Vinicio. And the article was included in Synthesis in 2002.Category: esters-buliding-blocks This article mentions the following:

Wittig reaction of 4-[(4-methylphenyl)sulfonyl]-1-(triphenylphosphoranylidene)butan-2-one (I) with N-protected α-amino aldehydes furnished N-protected γ-amino-α,β-unsaturated keto sulfones which have been conveniently utilized as precursors of both aromatic and non-aromatic 2,5-disubstituted five-membered heterocyclic compds, e.g. II and III, resp. While 2,5-disubstituted pyrroles are efficiently formed by cyclodehydration of the starting materials, 2,5-disubstituted pyrrolidines and pyrrolines could be obtained by prior reduction of the conjugated double bond followed by acid-or base-mediated cyclization. The ready availability of the materials required for the whole sequence makes this methodol. a convenient way to generate both aromatic and saturated 2,5-disubstituted five-membered heterocyclic compounds In the experiment, the researchers used many compounds, for example, (S)-tert-Butyl (1-(methoxy(methyl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate (cas: 87694-53-9Category: esters-buliding-blocks).

(S)-tert-Butyl (1-(methoxy(methyl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate (cas: 87694-53-9) belongs to esters. Esters are widespread in nature and are widely used in industry. In nature, fats are in general triesters derived from glycerol and fatty acids. Esters are responsible for the aroma of many fruits, including apples, durians, pears, bananas, pineapples, and strawberries. Liquid esters of low volatility serve as softening agents for resins and plastics. Esters also include many industrially important polymers. Polymethyl methacrylate is a glass substitute sold under the names Lucite and Plexiglas; polyethylene terephthalate is used as a film (Mylar) and as textile fibres sold as Terylene, Fortrel, and Dacron.Category: esters-buliding-blocks

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

Sulfonium, an Underestimated Moiety for Structural Modification, Alters the Antibacterial Profile of Vancomycin Against Multidrug-Resistant Bacteria was written by Guan, Dongliang;Chen, Feifei;Qiu, Yunguang;Jiang, Bofeng;Gong, Likun;Lan, Lefu;Huang, Wei. And the article was included in Angewandte Chemie, International Edition in 2019.Electric Literature of C16H22O11 This article mentions the following:

In the antibiotics arsenal, vancomycin is a last resort for the treatment of intractable infections. However, this situation is under threat because of the increasing appearance of vancomycin-resistant bacteria (VRB). Herein, we report a series of novel vancomycin derivatives carrying a sulfonium moiety. The sulfonium-vancomycin derivatives exhibited enhanced antibacterial activity against VRB both in vitro and in vivo. These derivatives also exhibited activity against some Gram-neg. bacteria. The sulfonium modification enhanced the interaction of vancomycin with the bacterial cell membrane and disrupts membrane integrity. Furthermore, the in vivo pharmacokinetic profile, stability, and toxicity of these derivatives demonstrated good druggability of the sulfonium-vancomycin analogs. This work provides a promising strategy for combating drug-resistant bacterial infection, and advances the knowledge on sulfonium derivatives for structural optimization and drug development. In the experiment, the researchers used many compounds, for example, (2S,3R,4S,5S,6R)-6-(Acetoxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetrayl tetraacetate (cas: 4163-60-4Electric Literature of C16H22O11).

(2S,3R,4S,5S,6R)-6-(Acetoxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetrayl tetraacetate (cas: 4163-60-4) belongs to esters. Carboxylic acid esters of low molecular weight are colourless, volatile liquids with pleasant odours, slightly soluble in water. Esters are more polar than ethers but less polar than alcohols. They participate in hydrogen bonds as hydrogen-bond acceptors, but cannot act as hydrogen-bond donors, unlike their parent alcohols. This ability to participate in hydrogen bonding confers some water-solubility.Electric Literature of C16H22O11

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