Heterocyclic Building Blocks-Tetrahydrofuran

Mikhailov, Sergey N. published the artcileAn efficient synthesis and physico-chemical properties of 2′-O-D-ribofuranosylnucleosides, minor tRNA components, 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 Journal of Carbohydrate Chemistry (1997), 16(1), 75-92, database is CAplus.

A high yield preparation of 9-(2-O-β-D-ribofuranosyl-β-D-ribofuranosyl)adenine, guanine- and the pyrimidine analogs (cytosine, thymine and uracil base moiety) has been achieved, and the conformational properties of the ring systems were investigated using NMR spectroscopy and X-ray. Title compounds did not show any antiviral activity.

Journal of Carbohydrate Chemistry 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

Ali, Khursheed published the artcileAloe vera extract functionalized zinc oxide nanoparticles as nanoantibiotics against multi-drug resistant clinical bacterial isolates, Recommanded Product: 3-Hydroxydihydrofuran-2(3H)-one, the publication is Journal of Colloid and Interface Science (2016), 145-156, database is CAplus and MEDLINE.

ZnO nanoparticles (ZnONPs) were synthesized through a simple and efficient biogenic synthesis approach, exploiting the reducing and capping potential of Aloe barbadensis Miller (A. vera) leaf extract (ALE). ALE-capped ZnO nanoparticles (ALE-ZnONPs) were characterized using UV-Vis spectroscopy, x-ray diffraction (x-ray diffraction), Fourier transform IR (FTIR) spectroscopy, SEM, energy dispersive x-ray spectroscopy (EDX), and TEM analyses. X-ray diffraction anal. provided the average size of ZnONPs as 15 nm. FTIR spectral anal. suggested the role of phenolic compounds, terpenoids and proteins present in ALE, in nucleation and stability of ZnONPs. Flow cytometry and at. absorption spectrophotometry (AAS) data analyses revealed the surface binding and internalization of ZnONPs in Gram +ve (Staphylococcus aureus) and Gram -ve (Escherichia coli) cells, resp. Significant antibacterial activity of ALE-ZnONPs was observed against extended spectrum beta lactamases (ESBL) pos. E. coli, Pseudomonas aeruginosa, and methicillin resistant S. aureus (MRSA) clin. isolates exhibiting the MIC and MBC values of 2200, 2400 μg/mL and 2300, 2700 μg/mL, resp. Substantial inhibitory effects of ALE-ZnONPs on bacterial growth kinetics, exopolysaccharides and biofilm formation, unequivocally suggested the antibiotic and antibiofilm potential. Overall, the results elucidated a rapid, environmentally benign, cost-effective, and convenient method for ALE-ZnONPs synthesis, for possible applications as nanoantibiotics or drug carriers.

Journal of Colloid and Interface Science 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

De Clercq, Rik published the artcileConfinement Effects in Lewis Acid-Catalyzed Sugar Conversion: Steering Toward Functional Polyester Building Blocks, Category: tetrahydrofurans, the publication is ACS Catalysis (2015), 5(10), 5803-5811, database is CAplus.

We report the use of solid Lewis acid catalysts for the conversion of tetrose sugars to four-carbon α-hydroxy acid esters (C₄-AHA), which are useful as functional polyester building blocks. Sn-β was by far the most active and selective catalyst, yielding up to 80% Me vinyl glycolate (MVG), methyl-4-methoxy-2-hydroxybutanoate (MMHB), and α-hydroxy-γ-butyrolactone (HBL) combined at 95% conversion. A very high turnover frequency (TOF) of 330 mol_C4-AHA mol_Sn h^-1 was attained using Sn-β, a more than 6-fold increase compared with homogeneous SnCl₄·5H₂O. It is shown that, using different Sn-based catalysts with various pore sizes, the product distribution is strongly dependent on the size of the catalyst pores. Catalysts containing mainly mesopores, such as Sn-MCM-41 or Sn-SBA-15, prefer the production of the more bulky MMHB, whereas microporous catalysts such as Sn-β or Sn-MFI favor the production of MVG. This effect can be further enhanced by increasing the reaction temperature At 363 K, only 20% MVG is attained using Sn-β, but at 433 K, this increases to 50%. Using a kinetic anal., it was found that, in microporous catalysts, steric hindrance near the Sn active site in the catalyst pores plays a dominant role in favoring the reaction pathway toward MVG. Moreover, the selectivity toward both products is kinetically controlled.

ACS Catalysis 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

Rao, T. Sudhakar published the artcileSynthesis of oligodeoxyribonucleotides containing 7-(2-deoxy-β-D-erythro-pentofuranosyl)guanine and 8-amino-2′-deoxyguanosine, Category: tetrahydrofurans, the publication is Journal of Heterocyclic Chemistry (1994), 31(4), 935-40, database is CAplus.

Merrifield synthesis of (deoxy-D-erythro-pentofuranosyl)guanine and aminodeoxyguanosine-containing oligodeoxyribonucleotide triplexes via key intermediate phosphoramidites I (B = R, R¹)is reported.

Journal of Heterocyclic Chemistry 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, Category: tetrahydrofurans.

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

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