Tag: M.W=100-150

Knies, Christine published the artcileSynthesis of new potential lipophilic co-drugs of 2-Chloro-2′-deoxyadenosine (Cladribine, 2-CdA, Mavenclad, Leustatin) and 6-Azauridine (z6U) with valproic acid, Application In Synthesis of 539-88-8, the main research area is cladribine azauridine valproate synthesis lipophilic anticancer; biological activity; cancerostatic/cancerotoxic activity; cladribine; drug profiling; glioblastoma; multiple sclerosis; nucleolipids.

2-Chloro-2′-deoxyadenosine (cladribine, 1) was acylated with valproic acid (2) under various reaction conditions yielding 2-chloro-2′-deoxy-3′,5′-O-divalproyladenosine (3) as well as the 3′-O- and 5′-O-monovalproylated derivatives, 2-chloro-2′-deoxy-3′-O-valproyladenosine (4) and 2-chloro-2′-deoxy-5′-O-valproyladenosine (5), as new co-drugs. In addition, 6-azauridine-2′,3′-O-(Et levulinate) (8) was valproylated at the 5′-OH group (â†?). All products were characterized by 1H- and 13C-NMR spectroscopy and ESI mass spectrometry. The structure of the byproduct 6 (N-cyclohexyl-N-(cyclohexylcarbamoyl)-2-propylpentanamide), formed upon valproylation of cladribine in the presence of N,N-dimethylaminopyridine and dicyclohexylcarbodiimide, was analyzed by X-ray crystallog. Cladribine as well as its valproylated co-drugs were tested upon their cancerostatic/cancerotoxic activity in human astrocytoma/oligodendroglioma GOS-3 cells, in rat malignant neuro ectodermal BT4Ca cells, as well as in phorbol-12-myristate 13-acetate (PMA)-differentiated human THP-1 macrophages. The most important result of these experiments is the finding that only the 3′-O-valproylated derivative 4 exhibits a significant antitumor activity while the 5′-O- as well as the 3′,5′-O-divalproylated cladribine derivatives 3 and 5 proved to be inactive.

Chemistry & Biodiversity published new progress about Antitumor agents. 539-88-8 belongs to class esters-buliding-blocks, name is Ethyl 4-oxopentanoate, and the molecular formula is C7H12O3, Application In Synthesis of 539-88-8.

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

Vila, Laura published the artcileSynthesis and biological studies of “”Polycerasoidol”” and “”trans-δ-Tocotrienolic acid”” derivatives as PPARα and/or PPARγ agonists, Recommanded Product: Ethyl 4-oxopentanoate, the main research area is polycerasoidol trans tocotrienolic acid PPAR agonist receptor mol docking; 2-Prenylated benzopyrans; Grignard/Johnson-Claisen rearrangement; Polycerasoidol analogs; Tocotrienol analogs; Wittig olefination; hPPAR activity.

2-Prenylated benzopyrans represent a class of natural and synthetic compounds showing a wide range of significant activities. Polycerasoidol is a natural prenylated benzopyran isolated from the stem bark of Polyalthia cerasoides (Annonaceae) that exhibits dual PPARα/γ agonism and an anti-inflammatory effect by inhibiting mononuclear leukocyte adhesion to the dysfunctional endothelium. Herein, we report the synthesis of three new series of prenylated benzopyrans containing one (series 1), two (series 2, “”polycerasoidol”” analogs) and three (series 3, “”trans-δ-tocotrienolic acid”” analogs) isoprenoid units in the hydrocarbon side chain at the 2-position of the chroman-6-ol (6-hydroxy-dihydrobenzopyran) scaffold. Isoprenoid moieties were introduced through a Grignard reaction sequence, followed by Johnson-Claisen rearrangement and subsequent Wittig olefination. HPPAR transactivation activity and the structure activity relationships (SAR) of eleven novel synthesized 2-prenylated benzopyrans were explored. PPAR transactivation activity demonstrated that the seven-carbon side chain analogs (series 1) displayed selectivity for hPPARα, while the nine-carbon side chain analogs (polycerasoidol analogs, series 2) did so for hPPARγ. The side chain elongation to 11 or 13 carbons (series 3) resulted in weak dual PPARα/γ activation. Therefore, 2-prenylated benzopyrans of seven- and nine-carbon side chain (polycerasoidol analogs) are good lead compounds for developing useful candidates to prevent cardiovascular diseases associated with metabolic disorders.

Bioorganic & Medicinal Chemistry published new progress about Molecular docking. 539-88-8 belongs to class esters-buliding-blocks, name is Ethyl 4-oxopentanoate, and the molecular formula is C7H12O3, Recommanded Product: Ethyl 4-oxopentanoate.

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

Portnova, Svetlana V. published the artcileVapor Pressure, Vaporization Enthalpies, Critical Parameters, and Heat Capacities of Alkyl Glycolates, HPLC of Formula: 623-50-7, the main research area is vapor pressure vaporization enthalpy heat capacity alkyl glycolate.

Developing biotechnol. methods to produce glycolic acid and alkyl glycolates requires knowledge of thermophys. and thermodn. data. Vapor pressures of linear alkyl glycolates HO-CH2-COO-(CH2)n-H with n = 1-8 were determined by the transpiration method. Standard molar enthalpies of vaporization at exptl. temperature and at 298.15 K were derived from the temperature dependence of the vapor pressure. The critical temperatures and pressures of alkyl glycolates were measured by the pulse-heating method. The exptl. data were successfully checked for internal consistency. Molar heat capacity of atm. pressure for liquid esters was measured by the method of differential scanning calorimetry in the temperature range 303-423 K. The molar liquid heat capacities at 298.15 K and atm. pressure of alkyl glycolates were calculated from the result of this work. The measured values were used for estimating prediction capabilities of group-contribution methods by Constantinou and Gani, Marrero and Gani, and Hukkerikar et al. for critical properties and Chickos and Acree, Domalski and Hearing, and Ceriani et al. for heat capacity at 298.15 K. Results of this study could be used for the design and optimization of the chem. processes of the utilization of renewable feedstock.

Journal of Chemical & Engineering Data published new progress about Critical pressure. 623-50-7 belongs to class esters-buliding-blocks, name is Ethyl 2-hydroxyacetate, and the molecular formula is C4H8O3, HPLC of Formula: 623-50-7.

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

Li, Hongjie published the artcileSimultaneous Construction of Planar and Central Chiralities as Well as Unprecedented Axial Chirality on and around a Ferrocene Backbone, Quality Control of 539-88-8, the main research area is chiral spirocyclic cyclopentadienyltetrahydropentalenyliron pyrrolidine preparation crystal structure; crystal structure chiral spirocyclic cyclopentadienyltetrahydropentalenyliron pyrrolidine derivative; mol structure chiral spirocyclic cyclopentadienyltetrahydropentalenyliron pyrrolidine.

Simultaneous generation of planar, central and axial chiralities on and around a ferrocene backbone via a D-phenylglycinol-induced intramol. iminium cyclization was disclosed, which is rare and differs from known methods. Chiral spiro[cyclopentadienyl-1,2,3,3a-tetrahydropentalenyliron(II)-1,2′-pyrrolidine] derivatives were prepared according to the new method, and their structures were characterized unambiguously. The axial chirality caused by the ferrocene backbone and the rigid spiral structure was verified by NOESY and variable-temperature NMR experiments and single-crystal XRD analyses. Mechanism for the stereoselective iminium cyclization reaction was suggested, which was influenced by steric hindrance and H bonding.

Journal of Organic Chemistry published new progress about Crystal structure. 539-88-8 belongs to class esters-buliding-blocks, name is Ethyl 4-oxopentanoate, and the molecular formula is C7H12O3, Quality Control of 539-88-8.

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

Lai, Jinhua published the artcileCatalytic Transfer Hydrogenation of Biomass-Derived Ethyl Levulinate into Gamma-Valerolactone Over Graphene Oxide-Supported Zirconia Catalysts, Product Details of C7H12O3, the main research area is ethyl levulinate valerolactone graphene oxide zirconia catalytic transfer hydrogenation.

Abstract: The transformation of biomass-derived intermediates into value-added chems. and liquid fuels is of great importance in sustainable chem. In this study, graphene oxide supported ZrO2 (ZrO2/GO) was found to be an active heterogeneous catalyst for the transfer hydrogenation of Et levulinate to γ-valerolactone (GVL) with iso-propanol as the hydrogen donor. Several important reaction parameters such as the hydrogen donor, the reaction temperature and the catalyst loading were studied in detail with the aim to get a high yield of GVL. It was found that the structure of alcs. had a great effect towards the activity of the ZrO2/GO catalyst and the selectivity of GVL. Iso-propanol was the best hydrogen donor for the transfer hydrogenation of Et levulinate to GVL. The highest GVL yield reached 91.7% with an Et levulinate conversion of 96.2% under optimal reaction conditions. More importantly, the ZrO2/GO catalyst demonstrated a high stability without the loss of its catalytic activity during the recycling experiments, which should be due to the strong interaction between GO and ZrO2. Graphical Abstract: The graphene oxide supported ZrO2 (ZrO2/GO) catalyst showed high activity for the transfer hydrogenation of Et levulinate to GVL with a high yield up to 91.7%.[Figure not available: see fulltext.].

Catalysis Letters published new progress about Activation energy. 539-88-8 belongs to class esters-buliding-blocks, name is Ethyl 4-oxopentanoate, and the molecular formula is C7H12O3, Product Details of C7H12O3.

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

Nguyen, Hoang Chinh published the artcileMicrowave-mediated noncatalytic synthesis of ethyl levulinate: A green process for fuel additive production, Synthetic Route of 539-88-8, the main research area is ethyl levulinate microwave irradiation noncatalytic synthesis fuel additive production.

This study developed a new catalyst-free process for producing Et levulinate, a biofuel additive. Noncatalytic levulinic acid esterification with ethanol using microwave irradiation (MW) was compared with that using traditional heating (TH) under different reaction conditions. The results demonstrated that the esterification process using MW was more effective than that using TH. A reaction conversion of 90.38% was obtained for the esterification using MW at 473 K and reaction time of 3 h. Moreover, this study established a model for depicting the kinetics of levulinic acid esterification using MW and TH. A good fit to the data (R2 of >.9999) was achieved, indicating the validity of the developed model. The rate constants and pre-exponential factor obtained for the esterification using MW were greater than those obtained using TH. Consequently, the microwave-assisted noncatalytic synthesis is a green and promising method for preparing Et levulinate.

International Journal of Energy Research published new progress about Activation energy. 539-88-8 belongs to class esters-buliding-blocks, name is Ethyl 4-oxopentanoate, and the molecular formula is C7H12O3, Synthetic Route of 539-88-8.

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

Liu, Yingxin published the artcileOne-pot synthesis of pyrrolidone derivatives via reductive amination of levulinic acid/ester with nitriles over Pd/C catalyst, Application In Synthesis of 539-88-8, the main research area is levulinic acid reductive amination palladium pyrrolidone one pot synthesis.

The selective reductive amination of levulinic acid (LA) into pyrrolidone derivatives is regarded as one of the most promising reactions in the fields of biomass conversion into high value-added chems. Herein, we report a one-pot synthesis of N-substituted-5-methyl-2-pyrrolidones by reductive amination of LA/ester with nitriles over several com. catalysts. Among the catalysts tested, Pd/C was found to be the most efficient for the reductive amination of LA/ester with various nitriles to give high yields of pyrrolidones (up to 92%) under mild reaction conditions (80°C, 1.6 MPa H2, THF solvent). And the catalyst showed good reusability.

Reaction Kinetics, Mechanisms and Catalysis published new progress about Activation energy. 539-88-8 belongs to class esters-buliding-blocks, name is Ethyl 4-oxopentanoate, and the molecular formula is C7H12O3, Application In Synthesis of 539-88-8.

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

Wang, Meng published the artcileA novel tannic acid-based carbon-supported cobalt catalyst for transfer hydrogenation of biomass derived ethyl levulinate, COA of Formula: C7H12O3, the main research area is carbon supported cobalt catalyst transfer hydrogenation biomass conversion; biomass; carbon support; catalyst; ethyl levulinate; hydrogen transfer; tannic acid.

The catalytic conversion of Et levulinate (EL) to γ-valerolactone (GVL) is an important intermediate reaction in the conversion and utilization of biomass resources. The development of novel and efficient catalysts is significantly important for this reaction. In this work, using the biomass-derived tannic acid as carbon precursor and the transition metal cobalt as active component, a novel tannic acid carbon supported cobalt catalyst (Co/TAC) was prepared by pyrolysis and subsequent hydrazine hydrate reduction method. The hydrogenation of EL and other carbonyl compounds by hydrogen transfer reaction was used to evaluate the performance of the catalysts. The effects of different preparation and reaction conditions on the performance of the catalysts were investigated, and the structures of the prepared catalysts were characterized in detail. The results showed that the carbonization temperature of the support had a significant effect on the activity of the catalyst for the reaction. Under the optimized conditions, the Co/TAC-900 catalyst obtained the highest GVL yield of 91.3% under relatively mild reaction conditions. Furthermore, the prepared catalyst also showed high efficiency for the hydrogenation of various ketone compounds with different structures. This work provides a new reference for the construction of the catalysts during the conversion of biomass and a potential pathway for the high-value utilization of tannin resource.

Frontiers in Chemistry (Lausanne, Switzerland) published new progress about Biomass pyrolysis. 539-88-8 belongs to class esters-buliding-blocks, name is Ethyl 4-oxopentanoate, and the molecular formula is C7H12O3, COA of Formula: C7H12O3.

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

Reyes, Laura published the artcileAutocatalyzed and heterogeneously catalyzed esterification kinetics of glycolic acid with ethanol, Synthetic Route of 623-50-7, the main research area is glycolic acid ethanol amberlyst catalyst esterification kinetics.

The chem. equilibrium and reaction kinetics in homogeneously and heterogeneously catalyzed systems were investigated for the reversible esterification reaction of glycolic acid with ethanol. In a first approach, the thermodn. equilibrium of the reaction was established for temperatures between 50°C and 75°C. To differentiate catalytic from homogeneous contribution, the esterification was first studied without a catalyst and the data obtained were then used to model the autocatalyzed homogeneous reaction kinetics. The impact of different com. solid catalysts such as zeolites, oxides and ion exchange resins on the esterification reaction was also investigated. For the latter, the amount of total acid sites was quantified in order to correlate this parameter to the reaction rate and glycolic acid conversion. Finally, the effects of catalyst loading, temperature, presence of water and recyclability were examined for the most efficient catalyst, Amberlyst 70. Moreover, a kinetic adjustment of the exptl. results was carried out by fitting the data to a pseudo-homogeneous model and comparing to adsorption-based models.

Reaction Chemistry & Engineering published new progress about Activation energy. 623-50-7 belongs to class esters-buliding-blocks, name is Ethyl 2-hydroxyacetate, and the molecular formula is C4H8O3, Synthetic Route of 623-50-7.

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

Zhang, Junhua published the artcileHighly Selective Conversion of Furfural to Furfural Alcohol or Levulinate Ester in One Pot over ZrO2@SBA-15 and Its Kinetic Behavior, Application In Synthesis of 539-88-8, the main research area is selective conversion furfural alc levulinate ester zirconia silica catalyst.

Biorefinery for the purpose of producing biofuels, chems., and materials has received much attention. Furfural alc. (FOL) and levulinate ester (LE) are important biomass-derived platform chems., and they are produced from sugar-based furfural (FAL). Unfortunately, the two products are often obtained sep. in different reaction systems, which is undesirable; furthermore, it is of significant practical interest to control their selectivity so that the desired product can be accumulated in high yields. Herein, we present an efficient method for the highly selective conversion of FAL to FOL or iso-Pr levulinate (IPL) in a one pot system using isopropanol as the hydrogen source and ZrO2@SBA-15 as a bifunctional catalyst with both Lewis acid and Bronsted acid sites. Under optimized reaction conditions, high yields of FOL and IPL in up to 90.4% and 87.2%, resp., were obtained. Based on the exptl. results, a kinetic model describing the catalytic conversion of FAL into FOL and IPL process was established, which has a good correlation (R2 > 0.92) between the measured and predicted data. The developed kinetics can provide an effective tool to monitor the process and tailor the process conditions to obtain the desired product. A brief concept for the catalytic conversion of FAL to FOL or IPL in a one pot system over ZrO2@SBA-15 is described.

ACS Sustainable Chemistry & Engineering published new progress about Activation energy. 539-88-8 belongs to class esters-buliding-blocks, name is Ethyl 4-oxopentanoate, and the molecular formula is C7H12O3, Application In Synthesis of 539-88-8.

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