Day: November 21, 2022

Dayaker, Gandrath published the artcileA Versatile and Stereocontrolled Total Synthesis of Dihydroxylated Docosatrienes Containing a Conjugated E,E,Z-Triene, Name: 3-Hydroxydihydrofuran-2(3H)-one, the publication is Chemistry – A European Journal (2014), 20(10), 2879-2887, database is CAplus and MEDLINE.

A versatile strategy featuring a Colvin rearrangement, hydrozirconation, a Sonogashira cross-coupling reaction and a (Z)-selective Wittig olefination, was successfully developed for the construction of a conjugated E,E,Z-triene subunit, flanked on both sides by two (Z)-allylic hydroxy-groups. This chem. pattern is found in many endogenous lipid metabolites such as maresin 1 (MaR1), neuroprotectin D1 (NPD1) and its aspirin triggered-isomer AT-NPD1, which not only counter-regulate inflammation but also actively orchestrate (at nanomolar doses) the resolution and termination program of acute inflammation while promoting wound healing, return to homeostasis and neuroprotection. Unlike previous approaches, the advantages of the present strategy are obvious, as it allows a modification of a nonpolar tail, the carboxylated head or both ends of the mol. without repeating the whole synthetic sequence (about 26-34 steps according to the literature). Thus, the first total synthesis of NPD1 Me ester epimer (which can also be considered as an enantiomer of AT-NPD1) and its n-3 docosapentaenoic acid derived analog were achieved from a highly functionalized and late advanced pivotal intermediate. This innovative route may be easily adapted to gain access to other dihydroxylated metabolites and analogs of polyunsaturated fatty acids containing a conjugated E,E,Z-triene subunit. Different epimers/diastereoisomers may be obtained by purchasing the suitable optically pure (S)- and/or (R)-1,2,4-butanetriol derivatives as a chiral pool for both stereogenic centers. The tilte compound thus formed included (4Z,7Z,10S,11E,13E,15Z,17S,19Z)-10,17-dihydroxy-4,7,11,13,15,19-docosahexaenoic acid Me ester (I) which is an epimer of neuroprotectin-D1 Me ester and (7Z,10S,11E,13E,15Z,17S,19Z)-10,17-Dihydroxy-7,11,13,15,19-docosapentaenoic acid Et ester which is an omega-3 docosapentaenoic acid (n-3 DPA) analog.

Chemistry – A European Journal published new progress about 19444-84-9. 19444-84-9 belongs to tetrahydrofurans, auxiliary class Tetrahydrofuran,Ester,Alcohol, name is 3-Hydroxydihydrofuran-2(3H)-one, and the molecular formula is C4H6O3, Name: 3-Hydroxydihydrofuran-2(3H)-one.

Referemce:
https://en.wikipedia.org/wiki/Tetrahydrofuran,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Quintanilla-Casas, Beatriz published the artcileThiols in brewed coffee: Assessment by fast derivatization and liquid chromatography-high resolution mass spectrometry, Safety of 2-Methyl-3-tetrahydrofuranthiol, the publication is LWT–Food Science and Technology (2015), 64(2), 1085-1090, database is CAplus.

In the present paper, we present a simple, reliable, selective and sensitive method for the identification and quantification of volatile thiols at trace levels in coffee brews. A simultaneous derivatization/extraction procedure followed by liquid chromatog.-electrospray high-resolution mass spectrometry is proposed and adapted to coffee brew matrix, and the performance of the method is evaluated. The linearity, sensitivity, recovery and both the intra-day and inter-day accuracy were all satisfactory. According to established identification criteria, seven target and nine non-target thiols were identified and quantified in coffee brew samples. Several of them are reported here for the first time in coffee brews, and our results are in agreement with previously reported results for coffee powder analyzed using similar anal. approach.

LWT–Food Science and Technology published new progress about 57124-87-5. 57124-87-5 belongs to tetrahydrofurans, auxiliary class Tetrahydrofuran,Thiol, name is 2-Methyl-3-tetrahydrofuranthiol, and the molecular formula is C5H10OS, Safety of 2-Methyl-3-tetrahydrofuranthiol.

Referemce:
https://en.wikipedia.org/wiki/Tetrahydrofuran,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Sun, Bao-guo published the artcileRelationship of molecular structure of sulfur-containing flavoring compounds to meat flavor, Synthetic Route of 57124-87-5, the publication is Jingxi Huagong (2001), 18(8), 456-460, database is CAplus.

Based on the research on the mol. structure of organic sulfur-containing compounds with meat flavors, we found that the meat flavors are developed by the synergetic effect of a sulfur atom with another sulfur or oxygen atom connected to the adjacent carbon atoms.

Jingxi Huagong published new progress about 57124-87-5. 57124-87-5 belongs to tetrahydrofurans, auxiliary class Tetrahydrofuran,Thiol, name is 2-Methyl-3-tetrahydrofuranthiol, and the molecular formula is C15H10O2, Synthetic Route of 57124-87-5.

Referemce:
https://en.wikipedia.org/wiki/Tetrahydrofuran,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Branca, C. published the artcileExperimental analysis about the exploitation of industrial hemp (Cannabis sativa) in pyrolysis, Recommanded Product: 3-Hydroxydihydrofuran-2(3H)-one, the publication is Fuel Processing Technology (2017), 20-29, database is CAplus.

The pyrolytic conversion of industrial hemp (Cannabis sativa), subjected to various pretreatments, and its parts (woody core and fibers) has been investigated. For the conditions of thermal anal., dominated by primary decomposition, the qual. features of hemp and woody core devolatilization are practically coincident with those of wheat straw and beech wood, resp. Retting and decortication significantly affect the magnitude and position of the peak rate and the char yield. Fiber decomposition, though reflecting the qual. behavior of the majoritarian component cellulose, is deeply affected by hemicellulose/lignin/ash contamination. Packed-bed pyrolysis reproduces the qual. similarities between hemp and wheat straw, on one side, and woody core and beech wood, on the other, mainly in relation to the thermal field (magnitude of reaction-induced overheating) with differences in the yields/composition of the lumped classes of products.

Fuel Processing Technology published new progress about 19444-84-9. 19444-84-9 belongs to tetrahydrofurans, auxiliary class Tetrahydrofuran,Ester,Alcohol, name is 3-Hydroxydihydrofuran-2(3H)-one, and the molecular formula is C4H6O3, Recommanded Product: 3-Hydroxydihydrofuran-2(3H)-one.

Referemce:
https://en.wikipedia.org/wiki/Tetrahydrofuran,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Singh, Sandip K. published the artcileIonic liquids catalyzed lignin liquefaction: mechanistic studies using TPO-MS, FT-IR, RAMAN and 1D, 2D-HSQC/NOSEY NMR, Formula: C4H6O3, the publication is Green Chemistry (2016), 18(14), 4098-4108, database is CAplus.

Valorization of a profusely available alternate resource, biomass and in particular its 3-D intricate component lignin into low mol. weight aromatic products are used as platform chems. and fuel additives, and developing a low temperature catalytic process is imperative in preserving atom efficiency. Ionic liquids, due to their unique properties, offer an advantage to develop such methods under milder conditions. Herein, we show use of -SO₃H functionalized imidazolium based various recyclable Bronsted acidic ionic liquids (BAILs) in catalytic quantity under ambient pressure at 120 °C for depolymerization of lignin (60 000 g mol^-1) into THF soluble products with high efficiency (78% yield, 95% ± 5% mass balance). The decoding of this efficiency by 1D and 2D (HSQC/NOSEY) NMR, FT-IR and RAMAN studies exemplify that the -OH group(s) interact with the electron deficient BAIL cation. The mechanistic insights unraveled in this study open a plethora of opportunities to design catalysts for developing efficient processes.

Green Chemistry published new progress about 19444-84-9. 19444-84-9 belongs to tetrahydrofurans, auxiliary class Tetrahydrofuran,Ester,Alcohol, name is 3-Hydroxydihydrofuran-2(3H)-one, and the molecular formula is C10H11ClO2S, Formula: C4H6O3.

Referemce:
https://en.wikipedia.org/wiki/Tetrahydrofuran,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Singh, Sandip K. published the artcileNovel Synthesis of Immobilized Bronsted- Acidic Ionic Liquid: Application in Lignin Depolymerization, COA of Formula: C4H6O3, the publication is ChemistrySelect (2018), 3(19), 5461-5470, database is CAplus.

Designing of efficient catalyst for the valorization of lignin is a topic of long neglect due to intrinsic properties of lignin. We show designing of an efficient, stable and recyclable Immobilized-Bronsted acidic ionic liquid (I-BAIL), which was further used as a solid acid catalyst for the depolymerization of lignin. The synthesized I-BAIL catalyst with sulfonic acid (-SO₃H) groups was found to be stable until 250°C and has 42.2 weight% loading of BAIL anchored on silica framework. The detailed characterization (elemental, Thermogravimetric anal., Fourier transformation-IR, NMR) of catalyst disclosed formation of strong covalent bond between Si and carbon of BAIL, which in turn is responsible for achieving a stable catalyst. The catalyst could successfully depolymerize range of lignin substrates with high mol. weight (60000 Dalton) at 200°C in 1 h to achieve 90% yield of THF soluble products with good mass balance. The formation of products and correlation of products with lignin was achieved with the help of NMR, gel permeation chromatog., gas chromatog., gas chromatog.mass spectrometry, high performance liquid chromatog. etc.

ChemistrySelect published new progress about 19444-84-9. 19444-84-9 belongs to tetrahydrofurans, auxiliary class Tetrahydrofuran,Ester,Alcohol, name is 3-Hydroxydihydrofuran-2(3H)-one, and the molecular formula is C5H8N2O, COA of Formula: C4H6O3.

Referemce:
https://en.wikipedia.org/wiki/Tetrahydrofuran,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Singh, Sandip K. published the artcileLignin Conversion Using Catalytic Ionic Liquids: Understanding the Role of Cations, Anions, and Hammett Acidity Functions, Product Details of C4H6O3, the publication is Industrial & Engineering Chemistry Research (2019), 58(47), 21273-21284, database is CAplus.

Because it is undisputable that lignin depolymerization is a must to make the biorefinery concept economically feasible, several efforts are put toward it; however, a lot of catalyst designing is required to achieve efficient depolymerization activities. In this work, we show a systematic approach in the synthesis and characterization of ionic liquids (ILs) with varying combinations of cations (imidazole, benzimidazole, phosphonium, and ammonium) and anions (HSO₄, PTS (p-toluenesulfonate), Cl, H₂PO₄, SnCl₃, FeCl₄, and CuCl₃) for the depolymerization of lignin into low-mol. weight aromatic fractions (<220 g/mol) under mild reaction conditions (120 °C, 1 h, ambient pressure). In a methodical approach, effects of various reaction parameters such as temperature (70-170 °C), time (15-360 min), pressure (N₂, 0.5-3 MPa), solvents and substrate, and so forth were studied to achieve best activity. Among all the catalysts, IL with the imidazolium cation and HSO₄ as the anion showed best activity (78% yield). Subsequent to depolymerization, three aromatic monomers (5 wt % pure vanillin) were isolated using flash column chromatog. These aromatic monomers were characterized using gas chromatog. (GC), GC-mass spectrometry, and NMR techniques for their purity. Hammett acidity functions (H₀) of ILs were measured using UV-vis photo-spectroscopy, and values are correlated with lignin depolymerization results. Lignin and tetrahydrofuran-soluble products were thoroughly characterized using assorted physicochem. techniques such as NMR (¹H and ¹³C), gel permittivity chromatog., thermogravimetric anal., and so forth. The catalyst was recycled up to six runs and showed similar results in consecutive reactions.

Industrial & Engineering Chemistry Research published new progress about 19444-84-9. 19444-84-9 belongs to tetrahydrofurans, auxiliary class Tetrahydrofuran,Ester,Alcohol, name is 3-Hydroxydihydrofuran-2(3H)-one, and the molecular formula is C17H14O5, Product Details of C4H6O3.

Referemce:
https://en.wikipedia.org/wiki/Tetrahydrofuran,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Chen, L. published the artcileAbrogation of MLL-AF10 and CALM-AF10-mediated transformation through genetic inactivation or pharmacological inhibition of the H3K79 methyltransferase Dot1l, Application of 1-(3-((((2R,3S,4R,5R)-5-(4-Amino-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl)(isopropyl)amino)propyl)-3-(4-(tert-butyl)phenyl)urea, the publication is Leukemia (2013), 27(4), 813-822, database is CAplus and MEDLINE.

The t(10;11)(p12;q23) translocation and the t(10;11)(p12;q14) translocation, which encode the MLL (mixed lineage leukemia)-AF10 and CALM (clathrin assembly lymphoid myeloid leukemia)-AF10 fusion oncoproteins, resp., are two recurrent chromosomal rearrangements observed in patients with acute myeloid leukemia and acute lymphoblastic leukemia. Here, we demonstrate that MLL-AF10 and CALM-AF10-mediated transformation is dependent on the H3K79 methyltransferase Dot1l using genetic and pharmacol. approaches in mouse models. Targeted disruption of Dot1l using a conditional knockout mouse model abolished in vitro transformation of murine bone marrow cells and in vivo initiation and maintenance of MLL-AF10 or CALM-AF10 leukemia. The treatment of MLL-AF10 and CALM-AF10 transformed cells with EPZ004777, a specific small-mol. inhibitor of Dot1l, suppressed expression of leukemogenic genes such as Hoxa cluster genes and Meis1, and selectively impaired proliferation of MLL-AF10 and CALM-AF10 transformed cells. Pretreatment with EPZ004777 profoundly decreased the in vivo spleen-colony-forming ability of MLL-AF10 or CALM-AF10 transformed bone marrow cells. These results show that patients with leukemia-bearing chromosomal translocations that involve the AF10 gene may benefit from small-mol. therapeutics that inhibit H3K79 methylation. Leukemia (2013) 27, 813-822; doi:10.1038/leu.2012.327; published online 4 Dec. 2012.

Leukemia published new progress about 1338466-77-5. 1338466-77-5 belongs to tetrahydrofurans, auxiliary class Epigenetics,Histone Methyltransferase, name is 1-(3-((((2R,3S,4R,5R)-5-(4-Amino-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl)(isopropyl)amino)propyl)-3-(4-(tert-butyl)phenyl)urea, and the molecular formula is C28H41N7O4, Application of 1-(3-((((2R,3S,4R,5R)-5-(4-Amino-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl)(isopropyl)amino)propyl)-3-(4-(tert-butyl)phenyl)urea.

Referemce:
https://en.wikipedia.org/wiki/Tetrahydrofuran,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Rodriguez-Seoane, Paula published the artcileHydrothermal Extraction of Valuable Components from Leaves and Petioles from Paulownia elongata x fortunei, Quality Control of 19444-84-9, the publication is Waste and Biomass Valorization (2021), 12(8), 4525-4535, database is CAplus.

Abstract: The leaves and petioles of Paulownia elongata x fortunei are residual fractions from the tree plantations com. destined to the production of wood and their valorization could contribute to the rational utilization of this resource. The saccharidic fraction is the most abundant in both parts of the plant and the sugar profile is very similar, but the ethanol extractives are more abundant in leaves. Non isothermal processing was selected since it provided better results than isothermal extraction with shorter times. For this reason, optimization of autohydrolysis under non isothermal operation (140-240°C) was performed for both materials: leaves and petioles. The final autohydrolysis temperature highly influenced the saccharidic, proteic, phenolic and volatile composition of the extracts Operating under selected conditions leaves provided extracts with more antioxidant compounds than petioles. The proposed technol. provides a variety of com. valuable components, which could contribute to the integral use of this energetic crop following a biorefinery approach. Graphic Abstract: [graphic not available: see fulltext].

Waste and Biomass Valorization published new progress about 19444-84-9. 19444-84-9 belongs to tetrahydrofurans, auxiliary class Tetrahydrofuran,Ester,Alcohol, name is 3-Hydroxydihydrofuran-2(3H)-one, and the molecular formula is C4H6O3, Quality Control of 19444-84-9.

Referemce:
https://en.wikipedia.org/wiki/Tetrahydrofuran,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Yamaguchi, Sho published the artcileMechanistic Insight into Biomass Conversion to Five-membered Lactone Based on Computational and Experimental Analysis, Computed Properties of 19444-84-9, the publication is ChemistrySelect (2017), 2(2), 591-597, database is CAplus.

We investigated the mechanism of a cascade coupling reaction between 1,3-dihydroxyacetone (DHA) and formaldehyde using d. functional theory (DFT) calculations Based on our exptl. results, and in contrast to the previously proposed reaction pathway, we propose the following pathway: (i) the isomerization and dehydration of DHA to an enolate, (ii) an aldol reaction between the enolate and formaldehyde, (iii) the formation of a five-membered ring, and (iv) a proton transfer to form α-hydroxy-γ-butyrolactone (HBL). Consideration of the thermodn. stability of each substrate enabled us to suggest the most likely pathway, and the construction of a transition state model helped us to clarify the origin of the observed product selectivity.

ChemistrySelect published new progress about 19444-84-9. 19444-84-9 belongs to tetrahydrofurans, auxiliary class Tetrahydrofuran,Ester,Alcohol, name is 3-Hydroxydihydrofuran-2(3H)-one, and the molecular formula is C11H15NO2, Computed Properties of 19444-84-9.

Referemce:
https://en.wikipedia.org/wiki/Tetrahydrofuran,
Tetrahydrofuran | (CH2)3CH2O – PubChem