Heterocyclic Building Blocks-Tetrahydrofuran

Furdikova, Katarina published the artcileInvestigation of volatile profile of varietal Gewurztraminer wines using two-dimensional gas chromatography, Related Products of tetrahydrofurans, the publication is Journal of Food and Nutrition Research (Bratislava, Slovakia) (2017), 56(1), 73-85, database is CAplus.

Each varietal wine has its own characteristic aroma profile, which can be described by determination of its volatile organic compounds (VOC) profile. The aim of this work was to characterize Gewiirztraminer wine using two-dimensional gas chromatog. coupled to time-of-flight mass spectrometry, preceded by solid phase microextraction of volatile compounds from headspace, and identify voe responsible for typical aroma profile of this varietal wine. In 30 wine samples, in total 288 volatiles were identified, while 153 were found in each studied sample. These common attributes creating varietal fingerprint of Gewiirztraminer wine were represented by 50 esters, 28 terpenoids and Cl3-norisoprenoids, 25 higher alcs., 23 furans, pyrans and lactones, 13 volatile acids, 10 carbonyl compounds, 3 sulfur compounds and 1 volatile phenol. Differentiation among Gewiirztraminer wines and wines of other vine varieties was mainly perceived through the following components: els-rose oxide, sulcatol, (Z)-β-ocimene, 4-vinyl-guaiacol, furan, 2$-furandicarboxaldehyde, 2(5H)-furanone, solerone, ct-angelica lactone, 2-hydroxy-y-butyrolactone, B-hydroxybutyrolactone, Me pyruvate and Me formate. Regardless of vintage and used technol., in all tested Gewiirztraminer samples, voe previously connected only with oak (maltol), botrytization (p-cymene), non-saccharomyces activity (blackberry thiophenone), insect pheromones or plants other than Vitis vinifera (isogeraniol, β-farnesene, sulcatone, sulcatol, Et 3-methylthiopropionate) were identified.

Journal of Food and Nutrition Research (Bratislava, Slovakia) 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

Yamaguchi, Sho published the artcileCascade approach to the synthesis of useful compounds using various natural carbon resources, Synthetic Route of 19444-84-9, the publication is Yuki Gosei Kagaku Kyokaishi (2016), 74(10), 975-983, database is CAplus.

A review. Due to the depletion of fossil fuels, natural carbon resources (i.e. biomass-derived sugars) have attracted increasing attention in recent years as an alternative carbon source. Although significant advances have been reported in the development of catalysts for the conversion of carbohydrates into key chems., only a limited range of products can be obtained. We herein describe the highly-selective cascade syntheses of a range of useful compounds using biomass-derived sugars and their decomposed oxygenates. We especially focus on the upgrade of C1 and C3 oxygenates generated from glucose, formaldehyde, and 1,3-dihydroxyacetone, resp., to yield useful compounds via C-C bond formation. The catalytic conversion reactions include (1) synthesis of α-hydroxy-γ-butyrolactone from 1,3-dihydroxyacetone and formaldehyde using tin compounds as catalysts, (2) synthesis of α-hydroxy-γ-substituted butyrolactone by cyclocondensation of 1,3-dihydroxyacetone with aldehydes in the presence of SnCl₄·5H₂O, and (3) synthesis of α-hydroxy-γ-butyrolactone from formaldehyde by formose reaction. The establishment of this novel synthetic methodol. to generate valuable chem. products from saccharides and their decomposed oxygenated materials renders carbohydrates a potential alternative carbon resource to fossil fuels.

Yuki Gosei Kagaku Kyokaishi 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 C9H22OSi, Synthetic Route of 19444-84-9.

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

Humbert-Voss, Emelyne published the artcileSynthesis and conformational behavior of pseudopeptides containing δ-azaproline. A cis conformational preference for Xaa₁-δ-azaPro bond, Synthetic Route of 19444-84-9, the publication is Tetrahedron (2014), 70(2), 363-370, database is CAplus.

δ-Azaproline, a new bis-nitrogen proline surrogate has been used in order to control the conformation of an AA-ΨPro bond. Conformational anal. of Xaa₁-δ-azaPro-Xaa₃ performed by NMR, IR experiments, and mol. modeling revealed a preference for a trans conformation of the Xaa₁-δ-azaPro bond when δ-azaPro is protected by a Boc group. The removal of the Boc (Boc = tert-butoxycarbonyl) protection leads to the establishment of a C₁₀ pseudocycle via a hydrogen bond network favoring the cis conformation of the Xaa₁-δ-azaPro bond.

Tetrahedron 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, Synthetic Route of 19444-84-9.

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

Caporaso, Nicola published the artcileVolatile profile of Conciato Romano cheese, a traditional Italian cheese, during ripening, Synthetic Route of 19444-84-9, the publication is European Journal of Lipid Science and Technology (2015), 117(9), 1422-1431, database is CAplus.

The aim of this paper was to characterize the complete volatile profile of Conciato Romano cheese, a traditional Italian product aged in a mixture of olive oil, wine, and spices, and its modification during ripening, by using SPME sampling and GC/MS anal. of volatiles and considering the rind and body parts sep. Seventy-six volatile compounds were identified, belonging to chem. classes of acids (8), aldehydes (3), alcs. (14), esters (36), ketones (9), hydrocarbons (1), and terpenes (5). Acids and esters represented the most important chem. classes and are originated from lipolysis and hydrolysis of triglycerides. Aging caused dramatic changes in volatile compounds, particularly on the cheese rind, where the amount of esters, acids, alcs., and ketones was found particularly abundant at 8 mo of aging. Interesting differences were found in volatile headspace composition depending on the external or inner parts. The higher complexity in volatile profile of aged cheese was attributed both to the aging process and tanning mixture Sensory anal. resulted in higher perception of “sweet” and “stickiness” and significantly lower olfactory persistence in fresh product, while higher values for “salty,” “spicy,” and “persistent” were found in aged ones. Practical applications: The results of our research can be useful to deepen knowledge of cheese volatile compounds and for a better understanding of the interactions between cheese aging and the use of a particular tanning mixture (olive oil, red wine, and spices), used in the Conciato Romano cheese. It can be used for a chem. characterization of the peculiarity found from sensory assessment of this cheese, as well as for control organisms, if further research would confirm the presence of volatile compounds as mol. markers. Finally, industry can take advantage of our research for possible future certifications of Conciato Romano as a Protected Designation of Origin. Conciato Romano, a typical and traditional Italian cheese, was studied to report its complete volatile profile by using the SPME-GC-MS technique. The volatile compounds were studied both in fresh and in 6- and 8 mo-aged cheese, by sep. analyzing the rind and body of the product.

European Journal of Lipid Science and 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, Synthetic Route of 19444-84-9.

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

Efimov, V. A. published the artcileAn azidomethyl protective group in the synthesis of oligoribonucleotides by the phosphotriester method, Quality Control of 87865-78-9, the publication is Russian Journal of Bioorganic Chemistry (2009), 35(2), 250-253, database is CAplus and MEDLINE.

A rapid and effective method of an automatic oligoribonucleotide synthesis alternative to the phosphoramidite one was developed. This method is based on the phosphotriester approach to internucleotide bond formation under intramol. O-nucleophilic catalysis and the use of an azidomethyl group for protection of a nucleotide 2′-hydroxyl function.

Russian Journal of Bioorganic 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, Quality Control of 87865-78-9.

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

Efimov, V. A. published the artcileMethoxymethyl and (p-nitrobenzyloxy)methyl groups in synthesis of oligoribonucleotides by the phosphotriester method, Product Details of C26H45N5O7Si2, the publication is Russian Journal of Bioorganic Chemistry (2011), 37(2), 254-258, database is CAplus.

An efficient method to synthesize monomer ribonucleotide synthons containing 2′-O-methoxymethyl and 2′-O-(p-nitrobenzyloxy)methyl groups is developed. These synthons are applied to the oligonucleotide phosphotriester method using O-nucleophilic intramol. catalysis at the stage of the internucleotide bond formation. The former synthons may be used for the automatic synthesis of 2′-modified oligonucleotides; the latter synthons made be used for the synthesis of phosphotriester oligoribonucleotides in high yields.

Russian Journal of Bioorganic 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, Product Details of C26H45N5O7Si2.

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

Kawashima, Etsuko published the artcileHighly diastereoselective synthesis of (2’S)-[2′-²H]-2′-deoxyribonucleosides from the corresponding ribonucleosides, Application of 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 (1995), 14(3-5), 333-6, database is CAplus.

The four (2’S)-[2′-²H]-2′-deoxynucleosides (>90 atom % ²H), were synthesized from the corresponding ribonucleosides involving six steps of reactions, i.e., oxidation of their 2′-hydroxyl group, stereoselective reductive deuteration of the resulting 2′-keto nucleoside intermediates with NaB²H₄ in EtOH-H₂O or EtOH, triflation, bromination with LiBr, highly stereoselective Bu₃SnH-Et₃B reduction of the resulting bromide, and, finally, unmasking.

Nucleosides & Nucleotides 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, Application of 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

Bentley, Mark C. published the artcileComprehensive chemical characterization of the aerosol generated by a heated tobacco product by untargeted screening, Category: tetrahydrofurans, the publication is Analytical and Bioanalytical Chemistry (2020), 412(11), 2675-2685, database is CAplus and MEDLINE.

Abstract: A suite of untargeted methods has been applied for the characterization of aerosol from the Tobacco Heating System 2.2 (THS2.2), a heated tobacco product developed by Philip Morris Products S.A. and commercialized under the brand name IQOS. A total of 529 chem. constituents, excluding water, glycerin, and nicotine, were present in the mainstream aerosol of THS2.2, generated by following the Health Canada intense smoking regimen, at concentrations ≥ 100 ng/item. The majority were present in the particulate phase (n = 402), representing more than 80% of the total mass determined by untargeted screening; a proportion were present in both particulate and gas-vapor phases (39 compounds). The identities for 80% of all chem. constituents (representing > 96% of the total determined mass) were confirmed by the use of authentic anal. reference materials. Despite the uncertainties that are recognized to be associated with aerosol-based untargeted approaches, the reported data remain indicative that the uncharacterized fraction of TPM generated by THS2.2 has been evaluated to the fullest practicable extent. To the best of our knowledge, this work represents the most comprehensive chem. characterization of a heated tobacco aerosol to date.

Analytical and Bioanalytical 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, Category: tetrahydrofurans.

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

Nielsen, Matthew K. published the artcileDeoxyfluorination with Sulfonyl Fluorides: Navigating Reaction Space with Machine Learning, Recommanded Product: 3-Hydroxydihydrofuran-2(3H)-one, the publication is Journal of the American Chemical Society (2018), 140(15), 5004-5008, database is CAplus and MEDLINE.

The deoxyfluorination of alcs. with sulfonyl fluorides to give alkyl fluorides is optimized for various types of substrates using different sulfonyl fluorides and bases. The screening data was used to develop a model for predicting optimal reagents and bases for deoxyfluorination reactions of untested substrates using machine learning employing a random forest algorithm.

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, Recommanded Product: 3-Hydroxydihydrofuran-2(3H)-one.

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