Heterocyclic Building Blocks-Tetrahydrofuran

Jensen, Pernille Rose published the artcileProbing the Lewis Acid Catalyzed Acyclic Pathway of Carbohydrate Conversion in Methanol by In Situ NMR, Application of 3-Hydroxydihydrofuran-2(3H)-one, the publication is ChemCatChem (2019), 11(20), 5077-5084, database is CAplus.

Future bioindustries will rely on the formation of diverse chems. at high yield through various reaction pathways. These pathways include reactions to a series of alpha-hydroxy esters and acids that can be formed from the conversion of C3-C6 carbohydrates by Lewis acidic catalysts in alcs. and water. Definitive kinetic and mechanistic insights to support the development of carbohydrate conversion processes are arguably less developed than for analogous biocatalytic processes. Here, we visualize acyclic pathways of carbohydrate dehydration, using the acyclic C4 carbohydrate erythrulose as a probe mol. for the conversion by homogeneous SnCl₄ in methanol. In situ studies allow the detection of previously postulated intermediates, identify the branch point to competing products and provide energetic and mechanistic insight by kinetic anal. Reversibility of reactions, stereoselectivity and differential propensity for deuterium incorporation in competing pathways can be tracked by the formation of compounds with asym. mass distribution.

ChemCatChem 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, Application of 3-Hydroxydihydrofuran-2(3H)-one.

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

Fathalinejad, Samin published the artcileChemical composition analysis of carbohydrate fragmentation products, Formula: C4H6O3, the publication is Journal of Analytical and Applied Pyrolysis (2021), 105112, database is CAplus.

Fragmentation of simple sugars, using fluidized thermal bed cracking, results in a mixture that contains a variety of polar oxygenated compounds, some yet unknown to the industries. This lack of understanding of the product composition, hinders the downstream processes in conversion of sugars to useful chems. The aim of this study was fourfold: to develop a GC-MS identification workflow for carbohydrate fragmentation compounds, to build a library of compounds detected by five GC-MS methods including liquid injection, liquid-liquid extraction, static headspace, solid-phase microextraction and derivatization, to investigate and compare the compound coverage of the five methods, and finally investigate possible reaction pathways for some of the analytes in the mixture The anal. was done on a mixture of seven representative sugar fragmentation samples. The identification workflow was based on mass spectral match factors (>80%), retention indexes and anal. standards A total of 389 compounds were detected, out of which, 46 compounds were fully identified (through confirmatory anal. of anal. standards), 87 were tentatively identified (spectral match factors above 80%), 71 were un-identified with spectral match factors of below 80% and 185 were discarded (contaminants in blanks, etc.). The production pathway for some of the identified compounds in the sugar conversion mixtures were also discussed. In conclusion, solid-phase microextraction detected the highest number of analytes (93), mostly volatile organic compounds and the derivatization GC-MS technique detected the lowest number of analytes (19) but was the only method to detect the largest mols. (C₆-C₁₂) in size. This library of CF products can be used as a suspect-screening database for other biomass fragmentation mixtures

Journal of Analytical and Applied Pyrolysis 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, Formula: C4H6O3.

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

Ramakrishna, Ubbani published the artcileDesign and synthesis of novel hydroxy-anthraquinone derivatives as anti-leishmanial agents, Recommanded Product: 3-Hydroxydihydrofuran-2(3H)-one, the publication is World Journal of Pharmaceutical Research (2017), 6(16), 759-764, database is CAplus.

A novel series of hydroxy-anthraquinone derivatives I [R = 1,2-di-OH, 2,3-di-OH, 1-Me-2,3-di-OH, etc.; R¹ = 5-OH, 8-OH] was synthesized via Friedel-Crafts acylation reaction of phenols and hydroxyphthalic anhydride and identified as potential antileishmanial chemotype. Among the synthesized analogs I [R = 5-OH, R¹ = 3,5-di-OH; R = 8-OH, R¹ = 1,4-di-OH] exhibited better antileishmanial activity against intracellular amastigotes form of Leishmania donovani. The compounds I were also non-toxic toward Vero cells. Compounds I [R = 5-OH, 8-OH; R¹ = 1,2-di-OH, 1,2,3-tri-OH] also showed significant in vitro activity against intracellular amastigotes form of Leishmania donovani.

World Journal of Pharmaceutical 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 C4H6O3, Recommanded Product: 3-Hydroxydihydrofuran-2(3H)-one.

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

Li, Zijian published the artcileElectrochemically Enabled, Nickel-Catalyzed Dehydroxylative Cross-Coupling of Alcohols with Aryl Halides, Application In Synthesis of 19444-84-9, the publication is Journal of the American Chemical Society (2021), 143(9), 3536-3543, database is CAplus and MEDLINE.

As alcs. are ubiquitous throughout chem. science, this functional group represents a highly attractive starting material for forging new C-C bonds. Here, it is demonstrated that the combination of anodic preparation of alkoxy triphenylphosphonium ion and nickel catalyzed cathodic reductive cross-coupling provides an efficient method to construct C(sp²)-C(sp³) bonds, in which free alcs. and aryl bromides e.g., bromobenzene-both readily available chems. can be directly used as coupling partners yielding arene derivative e.g., I. This nickel catalyzed paired electrolysis reaction features a broad substrate scope bearing a wide gamut of functionalities, which was illustrated by the late-stage arylation of several structurally complex natural products and pharmaceuticals.

Journal of the American Chemical Society 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, Application In Synthesis of 19444-84-9.

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

Min, Hyun Su published the artcileChemical gas-generating nanoparticles for tumor-targeted ultrasound imaging and ultrasound-triggered drug delivery, Computed Properties of 19444-84-9, the publication is Biomaterials (2016), 57-70, database is CAplus and MEDLINE.

Although there is great versatility of ultrasound (US) technologies in the real clin. field, one main tech. challenge is the compromising of high quality of echo properties and size engineering of ultrasound contrast agents (UCAs); a high echo property is offset by reducing particle size. Herein, a new strategy for overcoming the dilemma by devising chem. gas (CO₂) generating carbonate copolymer nanoparticles (Gas-NPs), which are clearly distinguished from the conventional gas-encapsulated micro-sized UCAs. More importantly, Gas-NPs could be readily engineered to strengthen the desirable in vivo physicochem. properties for nano-sized drug carriers with higher tumor targeting ability, as well as the high quality of echo properties for tumor-targeted US imaging. In tumor-bearing mice, anticancer drug-loaded Gas-NPs showed the desirable theranostic functions for US-triggered drug delivery, even after i.v. injection. In this regard, and as demonstrated in the aforementioned study, our technol. could serve a highly effective platform in building theranostic UCAs with great sophistication and therapeutic applicability in tumor-targeted US imaging and US-triggered drug delivery.

Biomaterials 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, Computed Properties of 19444-84-9.

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

Yu, Wenyu published the artcileBromo-deaza-SAH: A potent and selective DOT1L inhibitor, 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 Bioorganic & Medicinal Chemistry (2013), 21(7), 1787-1794, database is CAplus and MEDLINE.

Chem. inhibition of proteins involved in chromatin-mediated signaling is an emerging strategy to control chromatin compaction with the aim to reprogram expression networks to alter disease states. Protein methyltransferases constitute one of the protein families that participate in epigenetic control of gene expression, and represent a novel therapeutic target class. Recruitment of the protein lysine methyltransferase DOT1L at aberrant loci is a frequent mechanism driving acute lymphoid and myeloid leukemias, particularly in infants, and pharmacol. inhibition of DOT1L extends survival in a mouse model of mixed lineage leukemia. A better understanding of the structural chem. of DOT1L inhibition would accelerate the development of improved compounds Here, we report that the addition of a single halogen atom at a critical position in the cofactor product S-adenosylhomocysteine (SAH, an inhibitor of SAM-dependent methyltransferases) results in an 8-fold increase in potency against DOT1L, and reduced activities against other protein and non-protein methyltransferases. We solved the crystal structure of DOT1L in complex with Bromo-deaza-SAH and rationalized the observed effects. This discovery reveals a simple strategy to engineer selectivity and potency towards DOT1L into the adenosine scaffold of the cofactor shared by all methyltransferases, and can be exploited towards the development of clin. candidates against mixed lineage leukemia.

Bioorganic & Medicinal Chemistry 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 C7H7IN2O, 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

Coutinho, Nathalia M. published the artcileProcessing chocolate milk drink by low-pressure cold plasma technology, Related Products of tetrahydrofurans, the publication is Food Chemistry (2019), 276-283, database is CAplus and MEDLINE.

This study aimed to evaluate the effect of the process time (5, 10, and 15 min) and flow rate (10, 20, and 30 mL/min) of cold plasma technol. on physio-chem. characteristics (pH), bioactive compounds (DPPD, Total Phenolic Compounds, ACE-inhibitory activity values), fatty acid composition, and volatile compounds profile of chocolate milk drink. The mild (lower flow rate and process time) and more severe (higher flow rate and process time) conditions led to a reduction of the bioactive compounds (total phenolic compounds and ACE-inhibitory activity), changes in fatty acid composition (increased saturated fatty acid and decreased monounsaturated fatty acid and polyunsaturated fatty acid), less favorable health indexes (higher atherogenic, thrombogenic and hypercholesterolemic saturated fatty acids and lower desired fatty acids), and lower number of volatile compounds In contrast, in intermediate cold plasma conditions, an adequate concentration of bioactive compounds, fatty acid composition, and health indexes, and increased number of volatile compounds (ketones, esters, and lactones) were observed Overall, cold plasma technol. has proven to be an interesting alternative to chocolate milk drinks, being of paramount importance the study of the cold plasma process parameters.

Food 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 C4H6O3, Related Products of tetrahydrofurans.

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

Monteiro, Sara H. M. C. published the artcileEffects of ultrasound energy density on the non-thermal pasteurization of chocolate milk beverage, Recommanded Product: 3-Hydroxydihydrofuran-2(3H)-one, the publication is Ultrasonics Sonochemistry (2018), 1-10, database is CAplus and MEDLINE.

This study presents the emerging high-intensity ultrasound (HIUS) processing as a non-thermal alternative to high-temperature short-time pasteurization (HTST). Chocolate milk beverage (CMB) was subjected to different ultrasound energy densities (0.3-3.0 kJ/cm³), as compared to HTST pasteurization (72°C/15 s) aimed to verify the effect of the HIUS processing on the microbiol. and physicochem. characteristics of the beverage. The application of HIUS at an energy d. of 3.0 kJ/cm³ was able to reduce 3.56 ± 0.02 logarithmic cycles in the total aerobic counts. In addition, the ultrasound energy d. affected the phys. properties of the beverage as the size distribution of fat globule and rheol. behavior, as well as the chem. properties such as antioxidant activity, ACE inhibitory activity, fatty acid profile, and volatile profile. In general, the different energetic densities used as a non-thermal method of pasteurization of CMB were more effective when compared to the conventional pasteurization by HTST, since they improved the microbiol. and physicochem. quality, besides preserving the bioactive compounds and the nutritional quality of the product.

Ultrasonics Sonochemistry 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

Efimtseva, Ekaterina V. published the artcileSynthesis and Conformational Properties of O-β-D-Ribofuranosyl-(1”-2′)-guanosine and (Adenosine)-5”-phosphate, Recommanded Product: N-(9-((6aR,8R,9R,9aS)-9-Hydroxy-2,2,4,4-tetraisopropyltetrahydro-6H-furo[3,2-f][1,3,5,2,4]trioxadisilocin-8-yl)-6-oxo-6,9-dihydro-1H-purin-2-yl)isobutyramide, the publication is Nucleosides, Nucleotides & Nucleic Acids (2003), 22(5-8), 1109-1111, database is CAplus and MEDLINE.

The efficient synthesis of Grp and Arp, minor tRNA components, has been developed. According to NMR studies and mol. modeling these mols. are rather flexible and show free rotation around the O- and N-glycosidic bonds.

Nucleosides, Nucleotides & Nucleic Acids published new progress about 87865-78-9. 87865-78-9 belongs to tetrahydrofurans, auxiliary class Nucleosides and Nucleotides,Nucleoside Analogues, name is N-(9-((6aR,8R,9R,9aS)-9-Hydroxy-2,2,4,4-tetraisopropyltetrahydro-6H-furo[3,2-f][1,3,5,2,4]trioxadisilocin-8-yl)-6-oxo-6,9-dihydro-1H-purin-2-yl)isobutyramide, and the molecular formula is C26H45N5O7Si2, Recommanded Product: N-(9-((6aR,8R,9R,9aS)-9-Hydroxy-2,2,4,4-tetraisopropyltetrahydro-6H-furo[3,2-f][1,3,5,2,4]trioxadisilocin-8-yl)-6-oxo-6,9-dihydro-1H-purin-2-yl)isobutyramide.

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

Efimtseva, Ekaterina V. published the artcileSynthesis and properties of O-β-D-ribofuranosyl-(1”→2′)-guanosine-5”-O-phosphate and its derivatives, Related Products of tetrahydrofurans, the publication is Helvetica Chimica Acta (2003), 86(2), 504-514, database is CAplus.

The efficient synthesis of O-β-D-ribofuranosyl-(1” → 2′)-guanosine-5”-O-phosphate and O-β-D-ribofuranosyl-(1”→2′)-adenosine-5”-O-phosphate, minor tRNA components, have been developed, and their conformational properties were examined by NMR spectroscopy.

Helvetica Chimica Acta published new progress about 87865-78-9. 87865-78-9 belongs to tetrahydrofurans, auxiliary class Nucleosides and Nucleotides,Nucleoside Analogues, name is N-(9-((6aR,8R,9R,9aS)-9-Hydroxy-2,2,4,4-tetraisopropyltetrahydro-6H-furo[3,2-f][1,3,5,2,4]trioxadisilocin-8-yl)-6-oxo-6,9-dihydro-1H-purin-2-yl)isobutyramide, and the molecular formula is C26H45N5O7Si2, Related Products of tetrahydrofurans.

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