Heterocyclic Building Blocks-Tetrahydrofuran

Kawamata, Yuki published the artcileUniqueness of biphasic organosolv treatment of soft- and hardwood using water/1-butanol co-solvent, Category: tetrahydrofurans, the publication is Industrial Crops and Products (2021), 113078, database is CAplus.

Biphasic organosolv treatment for soft- and hardwood using water/1-butanol was unique based on the correlation between liquid-phase states and solubility of the co-solvents when compared with a monophasic water/ethanol system. First, Pro II process simulator showed that water/1-butanol exhibited a biphasic system in the range of 1.6-19.0 mol/mol at a treatment temperature of 473 K. In addition, solubility of the co-solvents was evaluated using the Hildebrand solubility parameter (δ), which indicated that the biphasic system could simultaneously provide 28.5 and 42.0 MPa^1/2 for the 1-butanol and water phase, resp. Each δ value appeared appropriate for lignin and hemicellulose dissolution because they were similar to those reported for lignin and a typical sugar. While hemicellulose could be removed by increasing water content in an organosolv of Japanese cedar sawdust, high lignin removal was achieved only under biphasic conditions. Carbon yield of each fraction (solid, 1-butanol-, and water-soluble fraction) and Py-GC/MS anal. revealed that lignin and hemicellulose could be recovered in the 1-butanol and water fractions, resp. The organosolv using Japanese cedar and willow was compared to the results when using monophasic water/ethanol. The results indicated that the co-solvent could not efficiently remove hemicellulose and lignin simultaneously because the monophasic system did not produce the level of solubility needed under the same conditions. In contrast, the biphasic water/1-butanol system achieved greater removal of hemicellulose and lignin compared to water/ethanol. The biphasic system was also applicable to separation of an industrial agricultural waste; sugarcane bagasse. Finally, the 2D-NMR spectra of 1-butanol-soluble lignin showed a trace amount of β-O-4 linkages in the lignin, indicating β-O-4 was cleaved via hydrolysis in the water phase during biphasic treatment.

Industrial Crops and Products 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, Category: tetrahydrofurans.

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

Xu, Bing published the artcileCu-catalyzed coupling of unactivated tertiary alkyl alcohols with thiols via C-O bond cleavage, Name: 2-Methyl-3-tetrahydrofuranthiol, the publication is Tetrahedron Letters (2022), 153604, database is CAplus.

The authors present the synthesis of sterically-hindered tertiary alkyl thioethers via Cu-catalyzed coupling of unactivated tertiary alkyl alcs. with thio-alcs./phenols. The present strategy, with easy-to-operate reaction conditions, represents one of the most effective unactivated tertiary C(sp³)-S bond-forming methods via readily accessible Lewis acid catalysis. Moreover, this protocol has high functional group compatibility and wide substrate adaptability.

Tetrahedron Letters 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 C9H13NO2, Name: 2-Methyl-3-tetrahydrofuranthiol.

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

Chen, Huifang published the artcileCross-talk of four types of RNA modification writers defines tumor microenvironment and pharmacogenomic landscape in colorectal cancer, Formula: C28H41N7O4, the publication is Molecular Cancer (2021), 20(1), 29, database is CAplus and MEDLINE.

The four major RNA adenosine modifications, i.e., m6A, m1A, alternative polyadenylation, and adenosine-to-inosine RNA editing, are mediated mostly by the “writer”enzymes and constitute critical mechanisms of epigenetic regulation in immune response and tumorigenesis. However, the cross-talk and potential roles of these “writer”; in the tumor microenvironment (TME), drug sensitivity, and immunotherapy remain unknown. We systematically characterized mRNA expression and genetic alterations of 26 RNA modification “writer” in colorectal cancer (CRC), and evaluated their expression pattern in 1697 CRC samples from 8 datasets. We used an unsupervised clustering method to assign the samples into two patterns of expression of RNA modification “writer”. Subsequently, we constructed the RNA modification “writer”; Score (WM_Score) model based on differentially expressed genes (DEGs) responsible for the RNA modification patterns to quantify the RNA modification-related subtypes of individual tumors. Furthermore, we performed association anal. for WM_Score and characteristics of TME, consensus mol. subtypes (CMSs), clin. features, transcriptional and post-transcriptional regulation, drug response, and the efficacy of immunotherapy. We demonstrated that multi-layer alterations of RNA modification”writer” are associated with patient survival and TME cell-infiltrating characteristics. We identified two distinct RNA modification patterns, characterized by a high and a low WM_Score. The WM_Score-high group was associated with worse patient overall survival and with the infiltration of inhibitory immune cells, such as M2 macrophages, EMT activation, and metastasis, while the WM_Score-low group was associated with a survival advantage, apoptosis, and cell cycle signaling pathways. WM_Score correlated highly with the regulation of transcription and post-transcriptional events contributing to the development of CRC. In response to anti-cancer drugs, WM_Score highly neg. correlated (drug sensitive) with drugs which targeted oncogenic related pathways, such as MAPK, EGFR, and mTOR signaling pathways, pos. correlated (drug resistance) with drugs which targeted in apoptosis and cell cycle. Importantly, the WM_Score was associated with the therapeutic efficacy of PD-L1 blockade, suggesting that the development of potential drugs targeting these “writer”to aid the clin. benefits of immunotherapy. Our study is the first to provide a comprehensive anal. of four RNA modifications in CRC. We revealed the potential function of these writers in TME, transcriptional and post-transcriptional events, and identified their therapeutic liability in targeted therapy and immunotherapy. This work highlights the cross-talk and potential clin. utility of RNA modification “writer”in cancer therapy.

Molecular Cancer 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, Formula: C28H41N7O4.

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

Hou, Ru-yan published the artcileIdentification method of savory flavors based on principal component and cluster analysis, Formula: C5H10OS, the publication is Shipin Yu Fajiao Gongye (2013), 39(6), 180-185, database is CAplus.

Static headspace extraction, followed by gas chromatog.-mass spectrometry was applied in beef, chicken and pork flavor detection. A total of 105 volatile components were identified from “yidixiang”, including aldehydes, ketones, esters and nitrogen-sulfur compounds The results were further analyzed with principal component and cluster anal. methods (SPSS 19.0 software). It showed that “yidixiang” were different with the beef, chicken and pork flavor. Furthermore, the processing and formula of flavors were the main factors in classification of savory flavor. The results provided a theor. foundation for the chem. identification and a deep study about the savory flavors.

Shipin Yu Fajiao Gongye 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, Formula: C5H10OS.

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

Naniwa, Shimpei published the artcileVisible light-induced Minisci reaction through photoexcitation of surface Ti-peroxo species, Formula: C4H6O3, the publication is Catalysis Science & Technology (2021), 11(10), 3376-3384, database is CAplus.

Photocatalytic Minisci-type functionalization of pyridine with THF (THF) proceeded using hydrogen peroxide (H₂O₂) and a TiO₂ photocatalyst under acidic conditions. Under UV light (λ = 360 nm), the reaction selectivity based on pyridine (S_py) was >99% while the selectivity based on THF (S_THF) was low such as 19%. In contrast, under visible light (λ = 400 or 420 nm) S_py was similarly high (>99%) and S_THF was two times higher than that under UV light. A surface peroxo complex formed upon contact of hydrogen peroxide with the TiO₂ surface can be selectively photoexcited by visible light to inject the photoexcited electron to the conduction band of TiO₂. The electron can reduce H₂O₂ to a reactive oxygen species (ROS) and promote selectively the Minisci-type cross-coupling reaction between pyridinium ions and THF. A reaction test with a hole scavenger (methanol) evidenced that the hole oxidation of H₂O₂ under UV light was responsible for the lower selectivity, in other words, the higher selectivity under visible light would be due to suppression of the hole oxidation of H₂O₂. These results demonstrate a novel way to improve the selectivity of the photocatalytic cross-coupling reaction by using H₂O₂ as an oxidant with the photoexcitation of surface Ti-peroxo species on TiO₂.

Catalysis Science & 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, Formula: C4H6O3.

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

Sakatsume, Osamu published the artcileSolid phase synthesis of oligoribonucleotides by the phosphoramidite approach using 2′-O-1-(2-chloroethoxy)ethyl protection, Synthetic Route of 87865-78-9, the publication is Tetrahedron (1991), 47(41), 8717-28, database is CAplus.

The new protecting group, 1-(2-chloroethoxy)ethyl (Cee), has been employed for the protection of the 2′-OH groups of ribonucleoside residues in the synthesis of oligoribonucleotides by the phosphoramidite approach on a solid support, using the acid-labile 5′-O-dimethoxytrityl (DMTr) group. The Cee group is completely stable under the acidic conditions required to remove the 5′-terminal protecting groups in oligonucleotide synthesis on a solid support, and yet is easily removable under mild condition of acidic hydrolysis (pH 2.0) for the final unblocking step. The Cee-protected ribonucleoside 3′-phosphoramidite units were evaluated in the synthesis of homopolymers of cytidine, the box 9R and 9R’ sequences of Tetrahymena rRNA, and a leader sequence of phage Qβ-A protein mRNA. Procedures for the deprotection and purification of the synthetic oligoribonucleotides are also described.

Tetrahedron 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, Synthetic Route of 87865-78-9.

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

Yin, Chunyan published the artcileStudy on the effect of potassium lactate additive on the combustion behavior and mainstream smoke of cigarettes, Recommanded Product: 3-Hydroxydihydrofuran-2(3H)-one, the publication is Journal of Thermal Analysis and Calorimetry (2014), 115(2), 1733-1751, database is CAplus.

The influence of potassium lactate (PL) on the combustion behavior and semi-volatile compounds of tobacco during smoking is investigated in this study. The addition of PL showed no effect on the content of total particulate matter, nicotine-free dry particulate matter, puff number, and nicotine. Meanwhile, a 22.5 % increase in moisture content and 3 % decrease in CO content of mainstream smoke were observed when the added amount of PL was up to 2 %. The differential thermogravimetric curves indicated that PL decreased the maximum combustion rate and influenced the thermal degradation stage of tobacco by shifting the peak point of temperature to a higher value. The gas evolution profiles obtained from Fourier transform IR spectroscopy during combustion showed that PL could lower the CO and CO₂ yield, but did not affect the generation of CH₄ and carbonyl compounds A great variation in semi-volatile components of the mainstream smoke was also observed from the tobacco containing PL compared with the control. The comprehensive two-dimensional gas chromatog. coupled to time-of-flight mass spectrometry anal. showed that PL increased the yield of alcs., lactons, miscellaneous oxygenated compounds and amides, but decreased that of aldehydes, acids, pyrroles and pyrazines. A small added amount (0.2 %) of PL reduced the content of total semi-volatile substances, ketones, esters, phenols, hydrocarbons, pyridines, tobacco alkaloids, and nitrogenous compound However, the contents of these substances were not affected when the added amount was >0.2 %. PL bound the ash during combustion, thereby leading to the change of combustion behavior and certain smoke components.

Journal of Thermal Analysis and Calorimetry 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 C17H19N3O6, Recommanded Product: 3-Hydroxydihydrofuran-2(3H)-one.

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

Luo, Changrong published the artcileCo-pyrolysis behavior of glucose, fructose and sucrose/proline mixtures, Quality Control of 19444-84-9, the publication is Yancao Keji (2014), 61-69, database is CAplus.

In order to understand the behavior and interaction of main sugars and amino acids in tobacco during cigarette combustion, the behaviors of glucose, fructose, sucrose and proline pyrolyzed independently or collectively were investigated by Py-GC/MS, the behaviors of co-pyrolysis and independent pyrolysis were analyzed and compared. The results showed that: 1) The co-pyrolysis of glucose, fructose and sucrose with proline impacted obvious influences on the formation of volatile compounds comparing with independent pyrolysis. When the ratio of sugars to proline was 5:1, 5-hydroxymethyl furfural formed in the process of co-pyrolysis were about 3.4%, 6.0% and 20.3% of that formed in the independent pyrolysis of glucose, fructose and sucrose, resp.; furfurals formed were about 5.9%, 2.0% and 6.3%, and levoglucosans were about 1.0%, 27.1% and 8.7%, resp. When the ratio of sugars to proline was 10:1, 5-hydroxymethyl furfurals formed in co-pyrolysis were about 35.5%, 30.0% and 81.3% of that formed in independent pyrolysis of glucose, fructose and sucrose, resp.; furfurals formed were about 29.9%, 11.3% and 22.5%, and levoglucosan were about 11.5%, 90.6% and 26.9%, resp. 2) The composition of sugar mixture and its ratio to proline significantly affected the formation of pyrolytic products, and the influence raised with the increase of proline content.

Yancao Keji 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

Zhu, Jiancai published the artcileAnalysis of volatile components of roasted beef flavor 7015, Formula: C5H10OS, the publication is Xiangliao Xiangjing Huazhuangpin (2012), 14-16, database is CAplus.

The applicability of headspace solid-phase microextraction (HS/SPME) combined with gas chromatog. and mass spectrometry (GC/MS) for determination of volatile components in roasted beef flavor was investigated in this paper. The results showed that 24 volatile components were identified, including carboxylic acids, aldehydes, phenolic compounds, heterocyclic compounds (pyrazine ring, thiazole ring) and alcs.

Xiangliao Xiangjing Huazhuangpin 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 C4H6O3, Formula: C5H10OS.

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

Dai, Shuiping published the artcileAnalysis and simulation of volatile components of roasted beef, Formula: C5H10OS, the publication is Xiangliao Xiangjing Huazhuangpin (2010), 43-47, database is CAplus.

Applicability of headspace solid-phase microextraction (HS-SPME) combined with gas chromatog. and mass spectrometry (GC-MS) for determination of volatile components in roasted beef was investigated. The 42 volatile components were identified, including carboxylic acid compounds, aldehyde compounds, phenolic compounds, heterocyclic compounds (pyrazine ring, thiazole ring) and alcs. Based on GC-MS anal., realistic and coordinated roasted beef flavor was simulated using sensory anal. And its aroma profile was similar with the roasted beef determined up to 92.4% by electronic nose (E-nose).

Xiangliao Xiangjing Huazhuangpin 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, Formula: C5H10OS.

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