Month: February 2023

Stereoselective synthesis of novel thioglycosyl heterocycles was written by El Ashry, El Sayed H.;Awad, Laila F.;Abd Al Moaty, Mohamed N.;Ghabbour, Hazem A.;Barakat, Assem. And the article was included in Journal of Molecular Structure in 2018.Synthetic Route of C16H22O11 This article mentions the following:

In this work, the synthesis of novel 1,2,4-triazole thioglycoside heterocycles, e.g. I, were achieved by the reaction of 1,2,3,4,6-penta-O-acetyl-β-D-glucopyranose and galactopyranose with 4-((4-arylidene)amino)-5-methyl-1,2,4-triazole-3-thiol derivatives, e.g. II, in the presence of boron trifluoride etherate (BF₃·Et₂O) as a promoter under nitrogen in CH₂Cl₂. Exclusive β-stereoselectivity of the formed glycosidic bond was confirmed by X-ray anal. of I as well as its spectral data. Different stereoselectivities were observed when the acceptor having an ortho phenolic OH group, was coupled with the donors, under the same reaction conditions. Similarly, treatment of a mixture of 1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose and the thiol acceptor II afforded the β-thio-ribofuranosides. The β-stereoselectivity of the reaction was confirmed by ¹H, ¹³C, ¹H-¹H 2D, and ¹H-¹³C 2D NMR spectral anal. 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 perform as high-grade solvents for a broad array of plastics, plasticizers, resins, and lacquers, and are one of the largest classes of synthetic lubricants on the commercial market. Polyesters are important plastics, with monomers linked by ester moieties. Acyl chlorides and acid anhydrides alcoholysis is another way to produce esters. Acyl chlorides and acid anhydrides react with alcohols to produce esters. Anydrous conditions are recommended since both acyl chlorides and acid anhydrides react with water.Synthetic Route of C16H22O11

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

Thermoresponsive block copolymer micelles with tunable pyrrolidone-based polymer cores: structure/property correlations and application as drug carriers was written by Sun, X.-L.;Tsai, P.-C.;Bhat, R.;Bonder, E. M.;Michniak-Kohn, B.;Pietrangelo, A.. And the article was included in Journal of Materials Chemistry B: Materials for Biology and Medicine in 2015.Recommanded Product: 27249-90-7 This article mentions the following:

A-B block copolymer micelles comprised of thermoresponsive hydrophilic PNIPAAm (poly(N-isopropylacrylamide)) coronae and hydrophobic PNP (poly(N-acryloyl-2-pyrrolidone)), PMNP (poly(N-acryloyl-5-methoxy-2-pyrrolidone)), or PBNP (poly(N-acryloyl-5-butoxy-2-pyrrolidone)) cores were examined to identify how systematic adjustments to core-segment structure affect micellar physicochem. properties, drug loading efficiency (DLE), and thermoresponsive drug release among these novel systems. Critical micelle concentrations (CMCs) were found to decrease by 2 orders of magnitude in the order of PNIPAAm-PNP, PNIPAAm-PMNP, and PNIPAAm-PBNP indicating that minor modifications to the pyrrolidone scaffold significantly affect its hydrophobic character. Moreover, the structural modifications were also found to influence micelle size and intermicellar aggregation that occurs above the lower critical solution temperature (LCST). In line with the CMC data, DLE values of doxorubicin-loaded (i.e., DOX-loaded) micelles increase in the order of PNIPAAm-PNP, PNIPAAm-PMNP, and PNIPAAm-PBNP, a trend attributed to enhanced cohesive forces (i.e. London dispersion forces) between DOX and core as the latter becomes more hydrophobic. When heated above the LCST, DOX release decreases in the order of PNIPAAm-PNP, PNIPAAm-PMNP, and PNIPAAm-PBNP suggesting that release processes are impeded by the cohesive forces responsible for efficient encapsulation. Finally, cytotoxicity assays performed above the LCST reveal that DOX-loaded micelles are as cytotoxic as the free drug in formulations where DOX concentrations are equivalent In the experiment, the researchers used many compounds, for example, Benzyl benzodithioate (cas: 27249-90-7Recommanded Product: 27249-90-7).

Benzyl benzodithioate (cas: 27249-90-7) 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.Recommanded Product: 27249-90-7

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

A mild, simple, and convenient synthesis of diesters from malonyl or succinyl dichloride and alcohols catalyzed by potassium tetracarbonylhydridoferrate, KHFe(CO)₄, as a new catalyst was written by Shim, Sang Chul;Huh, Keun Tae;Park, Woo Hyun. And the article was included in Synthesis in 1987.SDS of cas: 1190-39-2 This article mentions the following:

ROH (R = Me, Et, Me₂CH, Bu, pentyl) reacted with ClCO(CH₂)nCOCl (n = 1,2) in the presence of KHFe(CO)₄ under CO to give 62-97% RO₂C(CH₂)nCO₂R. In the experiment, the researchers used many compounds, for example, malonic acid dibutyl ester (cas: 1190-39-2SDS of cas: 1190-39-2).

malonic acid dibutyl ester (cas: 1190-39-2) 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.SDS of cas: 1190-39-2

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

Synthesis, micellar structures and emission mechanisms of an AIE and DDED-featured fluorescent pH- and thermo-meter was written by Guo, He;Cheng, Xiaomeng;Li, Hongping;Li, Jun;Wei, Jinjin;Feng, Chongyang. And the article was included in RSC Advances in 2020.HPLC of Formula: 27249-90-7 This article mentions the following:

A new nanoprobe, the luminescent diblock copolymer PNIPAM(MAh-4)-b-P4VP (PN4P), with pH- and thermo-responsive deprotonation-driven emission decay (DDED) and aggregation-induced emission (AIE) features was designed and synthesized. The nanoprobe PN4P can form micellar structures in water with reversible dual-responsive fluorescence (FL) behavior within a wide pH range of 2-11. The critical solution temperature was found at about 32, 30 and 27°C as the pH switched from 2, 7 to 11. The critical pH value of the probe was about 4.0, and the micelles showed a core-shell inversion in response to pH and thermal stimuli, accompanied by a desirable emission tunability. P4VP as the micellar shell at pH = 2 was more easily dehydrated with the increase in temperature as compared to PNIPAM as the micellar shell at pH >4. The strongest dehydration of the P4VP shell would make PN4P the most strongly aggregated and the most AIE-active, which supports the 2.10-fold most distinguished thermal-responsive emission enhancement at pH = 2. Moreover, a dramatic acidochromic red shift of the emission band from 450 (pH > 4) to 490 nm (pH = 2) was observed, and the maximum emission at pH = 2 was enhanced by about 2.07-fold as compared with that at pH = 7. Therefore, the probe displays the desired dual responses and good reversibility. AIE and DDED are the two major mechanisms responsible for the dual-responsive emission change, with AIE playing a more important role than DDED. This work offers a promising approach to interpreting temperature (range from 28 to 40°C) and pH changes (range from 2 to 7) in water. In the experiment, the researchers used many compounds, for example, Benzyl benzodithioate (cas: 27249-90-7HPLC of Formula: 27249-90-7).

Benzyl benzodithioate (cas: 27249-90-7) 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. 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.HPLC of Formula: 27249-90-7

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

Fabrication of highly efficient phenylphosphorylated chitosan bio-based flame retardants for flammable PLA biomaterial was written by Ma, Xiaobing;Wu, Ningjing;Liu, Pengbo;Cui, Hongli. And the article was included in Carbohydrate Polymers in 2022.Related Products of 6683-19-8 This article mentions the following:

Modified chitosan (CS)-based flame retardants exhibit promising prospects owing to their sustainability, biodegradability, and good charring properties. A series of novel modified-CS bio-based flame retardants (phenylphosphorylated CS (PhPCS) and phenylphosphoramidated CS (PhPNCS)) were prepared by the phosphorylation and phosphoramidation reactions of CS with phenylphosphoryl dichloride and tetraethylenepentamine, resp. Bio-based PhPCS and PhPNCS exhibited excellent flame retardancy efficiency for poly(lactic acid) (PLA). The limited oxygen index (LOI) values of the PLA/3 wt% PhPCS and PLA/3 wt% PhPNCS biocomposites increased to 29% and 27%, resp., and they both achieved a V-0 rating during the UL-94 vertical combustion test. However, the mech. properties of the PLA/PhPCS biocomposites decreased with increasing PhPCS content. The mech. strengths of the PLA/PhPNCS biocomposites were better than those of the PLA/PhPCS biocomposites owing to the reactive compatibilization of the interface between the amino and carboxyl end groups of the PhPNCS nanoparticles and PLA matrix, resp. In the experiment, the researchers used many compounds, for example, 2,2-Bis(((3-(3,5-di-tert-butyl-4-hydroxyphenyl)propanoyl)oxy)methyl)propane-1,3-diyl bis(3-(3,5-di-tert-butyl-4-hydroxyphenyl)propanoate) (cas: 6683-19-8Related Products of 6683-19-8).

2,2-Bis(((3-(3,5-di-tert-butyl-4-hydroxyphenyl)propanoyl)oxy)methyl)propane-1,3-diyl bis(3-(3,5-di-tert-butyl-4-hydroxyphenyl)propanoate) (cas: 6683-19-8) belongs to esters. Esters perform as high-grade solvents for a broad array of plastics, plasticizers, resins, and lacquers, and are one of the largest classes of synthetic lubricants on the commercial market. Acyl chlorides and acid anhydrides alcoholysis is another way to produce esters. Acyl chlorides and acid anhydrides react with alcohols to produce esters. Anydrous conditions are recommended since both acyl chlorides and acid anhydrides react with water.Related Products of 6683-19-8

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

High orientation structure in UHMWPE / BN composites continuously obtained by elongational flow field leading to superior thermal conductivity was written by He, Guangjian;Lin, Zhihao;Yin, Xiaochun;Feng, Yanhong. And the article was included in Journal of Applied Polymer Science in 2022.Formula: C73H108O12 This article mentions the following:

Ultra-high-mol.-weight polyethylene/boron nitride (BN) composites have been continuously prepared successfully by eccentric rotor extruder (ERE) based on elongational flow. Optical microscopy (OM), SEM (SEM), x-ray diffraction (XRD), thermal conductivity test, heat-dissipation test, and tensile test were performed to investigate the orientation structure, thermal conductivity, mech. properties, and insulation properties. The orientation factor and thermal conductivity of the composites prepared by ERE were 79.3 and 3.75 W·m^-1·K^-1, which were much higher than those of composites prepared with a torque mixer (14.7 and 2.73 W·m^-1·K^-1, resp.). OM and SEM showed that the BN sheets were in contact inside the composites and formed an efficient thermal conductivity network. Besides, the composites prepared by ERE had satisfactory mech. and insulation properties (>10¹³ Ω·cm). This study provides exptl. and theor. guidance for industrial preparation of polymer/layered-filler functional composites. In the experiment, the researchers used many compounds, for example, 2,2-Bis(((3-(3,5-di-tert-butyl-4-hydroxyphenyl)propanoyl)oxy)methyl)propane-1,3-diyl bis(3-(3,5-di-tert-butyl-4-hydroxyphenyl)propanoate) (cas: 6683-19-8Formula: C73H108O12).

2,2-Bis(((3-(3,5-di-tert-butyl-4-hydroxyphenyl)propanoyl)oxy)methyl)propane-1,3-diyl bis(3-(3,5-di-tert-butyl-4-hydroxyphenyl)propanoate) (cas: 6683-19-8) 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. Because of their lack of hydrogen-bond-donating ability, esters do not self-associate. Consequently, esters are more volatile than carboxylic acids of similar molecular weight.Formula: C73H108O12

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

Long-chain Phenols. Part 33. Synthesis of saturated anacardic acids, and alkenyl and alkynyl analogs was written by Tyman, John H. P.;Visani, Naina. And the article was included in Journal of Chemical Research, Synopses in 1997.Application In Synthesis of Methyl 2-methoxy-4-methylbenzoate This article mentions the following:

C-alkylation of esters of 2-methoxy-6-methylbenzoic acid and of the 4-Me isomers affords a route to homologous compounds of the natural anacardic acid series and of the unnatural isoanacardic acids, resp. ω-Alkenyl and ω-alkynyl compounds suitable for synthesizing other natural phenolic lipids or for structure-activity studies are also accessible. Thus, alkylation of 2,6-HO(Me)C₆H₃CO₂Et with LiN(CHMe₂)₂ followed by alkyl halides gave 2,6-HO(RCH₂)C₆H₃CO₂Et [R = CH₂CH:CH₂, (CH₂)_mCH:CH₂, m = 2, 4, 8, 9, (CH₂)₆CCH, (CH₂)₆OH, (CH₂)₈CH:CH(CH₂)₇Me-(Z), (CH₂)₁₃Me]. In the experiment, the researchers used many compounds, for example, Methyl 2-methoxy-4-methylbenzoate (cas: 81245-24-1Application In Synthesis of Methyl 2-methoxy-4-methylbenzoate).

Methyl 2-methoxy-4-methylbenzoate (cas: 81245-24-1) belongs to esters. Volatile esters with characteristic odours are used in synthetic flavours, perfumes, and cosmetics. Certain volatile esters are used as solvents for lacquers, paints, and varnishes. 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 Methyl 2-methoxy-4-methylbenzoate

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

A facile semi-synthetic approach towards halogen-substituted aminobenzoic acid analogues of platensimycin was written by Qiu, Lin;Tian, Kai;Pan, Jian;Jiang, Lin;Yang, Hu;Zhu, Xiangcheng;Shen, Ben;Duan, Yanwen;Huang, Yong. And the article was included in Tetrahedron in 2017.Safety of Methyl 3-amino-2-fluorobenzoate This article mentions the following:

Platensimycin (PTM), produced by several strains of Streptomyces platensis, is a promising drug lead for infectious diseases and diabetes. The recent pilot-scale production of PTM from S. platensis SB12026 has set the stage for the facile semi-synthesis of a focused library of PTM analogs. In this study, gram-quantity of platensic acid (PTMA) was prepared by the sulfuric acid-catalyzed ethanolysis of PTM, followed by a mild hydrolysis in aqueous lithium hydroxide. Three PTMA esters were also obtained in near quant. yields in a single step, suggesting a facile route to make PTMA aliphatic esters. 1-[Bis(dimethylamino)methylene]-1H-1,2,3-triazolo[4,5-b]pyridinium 3-oxid hexafluorophosphate (HATU)-catalyzed coupling of PTMA and 33 aminobenzoates resulted in the synthesis of 28 substituted aminobenzoate analogs of PTM, among which 26 of them were reported for the first time. Several of the PTM analogs showed weak antibacterial activity against methicillin-resistant Staphylococcus aureus. Our study supported the potential utility to integrate natural product biosynthetic and semi-synthetic approaches for structure diversification. In the experiment, the researchers used many compounds, for example, Methyl 3-amino-2-fluorobenzoate (cas: 1195768-18-3Safety of Methyl 3-amino-2-fluorobenzoate).

Methyl 3-amino-2-fluorobenzoate (cas: 1195768-18-3) belongs to esters. Carboxylic acid esters of low molecular weight are colourless, volatile liquids with pleasant odours, slightly soluble in water. Acyl chlorides and acid anhydrides alcoholysis is another way to produce esters. Acyl chlorides and acid anhydrides react with alcohols to produce esters. Anydrous conditions are recommended since both acyl chlorides and acid anhydrides react with water.Safety of Methyl 3-amino-2-fluorobenzoate

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

Trifluoroethanol as a Unique Additive for the Chemoselective Electrooxidation of Enamines to Access Unsymmetrically Substituted NH-Pyrroles was written by Baidya, Mrinmay;Maiti, Debabrata;Roy, Lisa;De Sarkar, Suman. And the article was included in Angewandte Chemie, International Edition in 2022.Product Details of 33166-79-9 This article mentions the following:

An electrochem. method for the synthesis of unsym. substituted NH-pyrroles is described. The synthetic strategy comprises a challenging heterocoupling between two structurally diverse enamines via sequential chemoselective oxidation, addition and cyclization processes. A series of aryl- and alkyl-substituted enamines were effectively cross-coupled from an equimolar mixture to synthesize various unsym. pyrrole derivatives in up to 84% yield. The desired cross-coupling was achieved by tuning the oxidation potential of the enamines by utilizing a “magic effect” of the additive trifluoroethanol (TFE). Addnl., extensive computational studies revealed the unique role of TFE in promoting the heterocoupling process by regulating the activation energies of the reaction steps through H-bonding and C-H···π interactions. Importantly, the developed electrochem. protocol was found to be equally efficient for the homocoupling of enamines to form sym. pyrroles in up to 92% yield. In the experiment, the researchers used many compounds, for example, Ethyl 3-oxo-3-(m-tolyl)propanoate (cas: 33166-79-9Product Details of 33166-79-9).

Ethyl 3-oxo-3-(m-tolyl)propanoate (cas: 33166-79-9) 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. Product Details of 33166-79-9

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

Divergent synthesis of kinase inhibitor derivatives, leading to discovery of selective Gck inhibitors was written by Matsumaru, Takanori;Inai, Makoto;Ishigami, Kana;Iwamatsu, Toshiki;Maita, Hiroshi;Otsuguro, Satoko;Nomura, Takao;Matsuda, Akira;Ichikawa, Satoshi;Sakaitani, Masahiro;Shuto, Satoshi;Maenaka, Katsumi;Kan, Toshiyuki. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2017.Application In Synthesis of Methyl 2-aminonicotinate This article mentions the following:

We accomplished divergent synthesis of potent kinase inhibitor BAY 61-3606 (1, I) and 27 derivatives via conjugation of imidazo[1,2-c]pyrimidine and indole ring compounds with aromatic (including pyridine) derivatives by means of palladium-catalyzed cross-coupling reaction. Spleen tyrosine kinase (Syk) and germinal center kinase (Gck, MAP4K2) inhibition assays showed that some of the synthesized compounds were selective Gck inhibitors. In the experiment, the researchers used many compounds, for example, Methyl 2-aminonicotinate (cas: 14667-47-1Application In Synthesis of Methyl 2-aminonicotinate).

Methyl 2-aminonicotinate (cas: 14667-47-1) 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. 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.Application In Synthesis of Methyl 2-aminonicotinate

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