Month: January 2023

Application of Appel reaction to the primary alcohol groups of fructooligosaccharides: synthesis of 6,6â€?6′â€?trihalogenated 1-kestose derivatives was written by Tachrim, Zetryana Puteri;Nakamura, Tadashi;Sakihama, Yasuko;Hashidoko, Yasuyuki;Hashimoto, Makoto. And the article was included in ARKIVOC (Gainesville, FL, United States) in 2018.Electric Literature of C18H32O16 This article mentions the following:

1-kestose (O-β-D-fructofuranosyl-(2â†?)-β-D-fructofuranosyl-(2â†?)-α-D-glucopyranoside) is a potential short chain fructooligosaccharide with an inulin-type skeleton. Halogenation of 1-kestose was conducted via the Appel reaction with the use of carbon tetrahalide (CBr4 or CCl4) and triphenylphosphine, which was then followed by conventional acetylation. The per-O-acetylated form of 6,6â€?6′â€?trihalogenated derivatives of 1-kestose were conveniently isolated. Further deprotection of the per-O-acetylated form resulted in 6-, 6â€?, and 6′â€?trihalogenated derivatives The structure elucidation by one- and two-dimensional NMR established that halogenation are specific at the 6-, 6â€?, and 6′â€?position of 1-kestose primary alcs. In the experiment, the researchers used many compounds, for example, (2R,3R,4S,5S,6R)-2-(((2S,3S,4S,5R)-2-((((2R,3S,4S,5R)-3,4-Dihydroxy-2,5-bis(hydroxymethyl)tetrahydrofuran-2-yl)oxy)methyl)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol (cas: 470-69-9Electric Literature of C18H32O16).

(2R,3R,4S,5S,6R)-2-(((2S,3S,4S,5R)-2-((((2R,3S,4S,5R)-3,4-Dihydroxy-2,5-bis(hydroxymethyl)tetrahydrofuran-2-yl)oxy)methyl)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol (cas: 470-69-9) belongs to tetrahydrofuran derivatives. THF (Tetrahydrofuran) is a stable compound with relatively low boiling point and excellent solvency. THF can also be synthesized by catalytic hydrogenation of furan. This allows certain sugars to be converted to THF via acid-catalyzed digestion to furfural and decarbonylation to furan, although this method is not widely practiced. THF is thus derivable from renewable resources.Electric Literature of C18H32O16

Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

HFIP Mediates a Direct C-C Coupling between Michael Acceptors and Eschenmoser’s salt was written by Lemmerer, Miran;Riomet, Margaux;Meyrelles, Ricardo;Maryasin, Boris;Gonzalez, Leticia;Maulide, Nuno. And the article was included in Angewandte Chemie, International Edition in 2022.Formula: C12H20O6 This article mentions the following:

A direct C-C coupling process that merges Michael acceptors and Eschenmoser’s salt was presented. Although reminiscent of the Morita-Baylis-Hillman reaction, this process requires no Lewis base catalyst. The underlying mechanism was unveiled by a combination of kinetic, isotopic labeling experiments as well as computational investigations, which showcased the critical role of HFIP as a superior mediator for proton-transfer events as well as the decisive role of the halide counterion. In the experiment, the researchers used many compounds, for example, (3aR,5S,6S,6aR)-5-((R)-2,2-Dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-ol (cas: 582-52-5Formula: C12H20O6).

(3aR,5S,6S,6aR)-5-((R)-2,2-Dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-ol (cas: 582-52-5) belongs to tetrahydrofuran derivatives. THF (Tetrahydrofuran) is water-miscible and has a low viscosity making it a highly versatile solvent used in a variety of industries. It is more basic than diethyl ether and forms stronger complexes with Li+, Mg2+, and boranes. It is a popular solvent for hydroboration reactions and for organometallic compounds such as organolithium and Grignard reagents.Formula: C12H20O6

Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

High-Throughput Models for Exposure-Based Chemical Prioritization in the ExpoCast Project was written by Wambaugh, John F.;Setzer, R. Woodrow;Reif, David M.;Gangwal, Sumit;Mitchell-Blackwood, Jade;Arnot, Jon A.;Joliet, Olivier;Frame, Alicia;Rabinowitz, James;Knudsen, Thomas B.;Judson, Richard S.;Egeghy, Peter;Vallero, Daniel;Cohen Hubal, Elaine A.. And the article was included in Environmental Science & Technology in 2013.Related Products of 126-14-7 This article mentions the following:

USEPA must characterize potential risks to human health and the environment associated with manufacture and use of thousands of chems. High-throughput screening (HTS) for biol. activity allows the ToxCast research program to prioritize chem. inventories for potential hazard. Similar capabilities to estimate exposure potential would support rapid, risk-based prioritization for chems. with limited information; this work proposes a framework for high-throughput exposure assessment. To demonstrate its application, an anal. was conducted to predict human exposure potential for chems. and estimate prediction uncertainty by comparison with biomonitoring data. In total, 1936 chems. were evaluated using far-field mass balance human exposure models (USEtox, RAIDAR) and an indicator for indoor and/or consumer use. These predictions were compared to exposures inferred by Bayesian anal. of urine concentrations for 82 chems. reported in the National Health and Nutrition Examination Survey (NHANES). Joint regression of all factors provided a calibrated consensus prediction, the variance of which served as an empirical determination of uncertainty to prioritize absolute exposure potential. Information on use was most predictive; generally, chems. above the limit of detection in NHANES had consumer/indoor use. Coupled with hazard HTS, exposure HTS can assign risk earlier in decision processes. High-priority chems. become targets for further data collection. In the experiment, the researchers used many compounds, for example, (2R,3R,4S,5R,6R)-2-(Acetoxymethyl)-6-(((2S,3S,4R,5R)-3,4-diacetoxy-2,5-bis(acetoxymethyl)tetrahydrofuran-2-yl)oxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate (cas: 126-14-7Related Products of 126-14-7).

(2R,3R,4S,5R,6R)-2-(Acetoxymethyl)-6-(((2S,3S,4R,5R)-3,4-diacetoxy-2,5-bis(acetoxymethyl)tetrahydrofuran-2-yl)oxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate (cas: 126-14-7) belongs to tetrahydrofuran derivatives. Tetrahydrofuran and dihydrofuran form the basic structural unit of many naturally occurring scaffolds like gambieric acid A and ciguatoxin, goniocin, and some biologically active molecules. THF (Tetrahydrofuran) is also used as a starting material for the synthesis of poly(tetramethylene ether) glycol (PTMG), etc.Related Products of 126-14-7

Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Solid CO₂-philes as potential phase-change physical solvents for CO₂ was written by Miller, Matthew B.;Bing, Wei;Luebke, David R.;Enick, Robert M.. And the article was included in Journal of Supercritical Fluids in 2012.Product Details of 126-14-7 This article mentions the following:

The binary phase behavior of mixtures of CO₂ and highly CO₂-philic solids has been determined at 298 K. The solids include sugar acetates (β-Dgalactose pentaacetate, β-D-ribofuranose tetraacetate, α-D(+)-glucose pentaacetate, D-(+)-sucrose octaacetate), tert-butylated aromatics (2,4-di-tert-butylphenol, 2,6-di-tert-butyl-4-methylphenol, 3,5-di-tert-butylphenol, 1,2,4-triacetoxybenzene), and a highly oxygenated cyclic compound (1,3,5-trioxane). The results are presented in the form of phase behavior (Px) diagrams at 298 K that exhibit either one (vapor-liquid-solid, VLS) or two (vapor-liquid-liquid, VL₁L₂ and vapor-liquid-solid, VL₂S) three-phase equilibrium lines. Ternary phase behavior at 298 K has also been determined and presented in the form of a pseudo-binary Px diagram for mixtures of an equimolar gas blend of CO₂ and H₂ and each of these CO₂-philic solids and several other previously identified highly CO₂-philic compounds Only four compounds, sucrose octaacetate, 1,3,5-tri-tert-butylbenzene, 2,4-di-tert-butylbenzene, and 1,3,5-trioxane, melted at 298 K in the presence of the CO₂/H₂ mixture at three-phase vapor-liquid-solid pressures ranging between 6 MPa and 10 MPa. These four compounds are candidates for the selective absorption of CO₂ from a CO₂/H₂ mixture using solid compounds that can melt and selectively absorb CO₂. In the experiment, the researchers used many compounds, for example, (2R,3R,4S,5R,6R)-2-(Acetoxymethyl)-6-(((2S,3S,4R,5R)-3,4-diacetoxy-2,5-bis(acetoxymethyl)tetrahydrofuran-2-yl)oxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate (cas: 126-14-7Product Details of 126-14-7).

(2R,3R,4S,5R,6R)-2-(Acetoxymethyl)-6-(((2S,3S,4R,5R)-3,4-diacetoxy-2,5-bis(acetoxymethyl)tetrahydrofuran-2-yl)oxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate (cas: 126-14-7) belongs to tetrahydrofuran derivatives. Tetrahydrofurans and furans are important oxygen-containing heterocycles that often exhibit interesting properties for biological applications or applications in the cosmetic industry. It is more basic than diethyl ether and forms stronger complexes with Li+, Mg2+, and boranes. It is a popular solvent for hydroboration reactions and for organometallic compounds such as organolithium and Grignard reagents.Product Details of 126-14-7

Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

New liquid carbon dioxide based strategy for high energy/power density LiFePO₄ was written by Hwang, Jieun;Kong, Ki Chun;Chang, Wonyoung;Jo, Eunmi;Nam, Kyungwan;Kim, Jaehoon. And the article was included in Nano Energy in 2017.Category: tetrahydrofurans This article mentions the following:

A liquid carbon dioxide (l-CO₂) based coating approach is developed for ultrathin, uniform, and conformal carbon coating of hierarchically mesoporous LiFePO₄ (LFP) nano/microspheres for fabricating high-energy-d. and high-power-d. carbon coated LFP (C-LFP) with long-term cyclability. The unique properties of l-CO₂ result in an ultrathin carbon layer (1.9 nm) distributed all over the primary nano-sized LFP particles (20-140 nm in diameter), forming a core (LFP)-shell (carbon) structure. This unique structure provides facile penetration of liquid electrolytes and rapid electron and Li-ion transport. C-LFP exhibits high reversible capacity, high energy and power d. (168 mAh g^-1 at 0.1 C, 109 Wh kg^-1 and 3.3 kW kg^-1 at 30 C, resp.) with excellent long-term cyclability (84% cycle retention at 10 C after 1000 cycles). In addition, the ultrathin and uniform carbon layer of the mesoporous microspheres allows a high tap d. (1.4 g cm^-3) resulting in a high volumetric energy d. (458 Wh L^-1 at a 30 C rate). Furthermore, C-LFP presents a high capacity and stable cycling performance under low-temperature and high-temperature environment. Well-developed carbon coating approach in this study is simple, scalable, and environmentally benign, making it very promising for com.-scale production of electrode materials for large-scale Li-ion battery applications. In the experiment, the researchers used many compounds, for example, (2R,3R,4S,5R,6R)-2-(Acetoxymethyl)-6-(((2S,3S,4R,5R)-3,4-diacetoxy-2,5-bis(acetoxymethyl)tetrahydrofuran-2-yl)oxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate (cas: 126-14-7Category: tetrahydrofurans).

(2R,3R,4S,5R,6R)-2-(Acetoxymethyl)-6-(((2S,3S,4R,5R)-3,4-diacetoxy-2,5-bis(acetoxymethyl)tetrahydrofuran-2-yl)oxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate (cas: 126-14-7) belongs to tetrahydrofuran derivatives. Tetrahydrofuran (THF), or oxolane, is mainly used as a precursor to polymers. Being polar and having a wide liquid range, THF is a versatile solvent. Commercial tetrahydrofuran contains substantial water that must be removed for sensitive operations, e.g. those involving organometallic compounds. Although tetrahydrofuran is traditionally dried by distillation from an aggressive desiccant, molecular sieves are superior.Category: tetrahydrofurans

Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Glucose esters as biobased PVC plasticizers was written by Yin, Bo;Aminlashgari, Nina;Yang, Xi;Hakkarainen, Minna. And the article was included in European Polymer Journal in 2014.Quality Control of (2R,3R,4S,5R,6R)-2-(Acetoxymethyl)-6-(((2S,3S,4R,5R)-3,4-diacetoxy-2,5-bis(acetoxymethyl)tetrahydrofuran-2-yl)oxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate This article mentions the following:

Utilization of glucose, produced by liquefaction of cellulose or other abundant biomass sources, as raw material for production of green plasticizers would offer an attractive alternative to traditional phthalate plasticizers. Three glucose hexanoate esters (GHs) were synthesized by one-step reaction and evaluated as green plasticizers for poly(vinyl chloride) (PVC). The esterification was carried out for three different time periods to obtain plasticizers with different number of hexanoate groups, as the degree of substitution could influence the miscibility between PVC and GHs. A fast and powerful laser desorption ionization-mass spectrometry (LDI-MS) method was developed to obtain mol. level structural information of the plasticizer structures. All the GHs showed good miscibility with PVC and the GH blends exhibited better mech. properties, in the form of higher strain at break and lower modulus, as compared to glucose pentaacetate (GPA) and sucrose octaacetate (SOA) blends that were studied in comparison. Altogether the results indicate that the synthesized glucose esters have large potential as green PVC plasticizers and they could be a promising option to overcome the environmental problems caused by phthalate plasticizers. In the experiment, the researchers used many compounds, for example, (2R,3R,4S,5R,6R)-2-(Acetoxymethyl)-6-(((2S,3S,4R,5R)-3,4-diacetoxy-2,5-bis(acetoxymethyl)tetrahydrofuran-2-yl)oxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate (cas: 126-14-7Quality Control of (2R,3R,4S,5R,6R)-2-(Acetoxymethyl)-6-(((2S,3S,4R,5R)-3,4-diacetoxy-2,5-bis(acetoxymethyl)tetrahydrofuran-2-yl)oxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate).

(2R,3R,4S,5R,6R)-2-(Acetoxymethyl)-6-(((2S,3S,4R,5R)-3,4-diacetoxy-2,5-bis(acetoxymethyl)tetrahydrofuran-2-yl)oxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate (cas: 126-14-7) belongs to tetrahydrofuran derivatives. THF (Tetrahydrofuran) is water-miscible and has a low viscosity making it a highly versatile solvent used in a variety of industries. Oxidations have also proved to be valuable and efficient approaches to chiral tetrahydrofuran derivatives.Quality Control of (2R,3R,4S,5R,6R)-2-(Acetoxymethyl)-6-(((2S,3S,4R,5R)-3,4-diacetoxy-2,5-bis(acetoxymethyl)tetrahydrofuran-2-yl)oxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate

Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Chemical characterization of Eugenia stipitata: A native fruit from the Amazon rich in nutrients and source of bioactive compounds was written by de Araujo, Fabio Fernandes;de Paulo Farias, David;Neri-Numa, Iramaia Angelica;Dias-Audibert, Flavia Luisa;Delafiori, Jeany;de Souza, Florisvaldo Gama;Catharino, Rodrigo Ramos;do Sacramento, Celio Kersul;Pastore, Glaucia Maria. And the article was included in Food Research International in 2021.Computed Properties of C18H32O16 This article mentions the following:

Eugenia stipitata is a fruit native to the Brazilian Amazonian region, belonging to the Myrtaceae family whose chem. composition has been little evidenced. In this study, we evaluated for the first time the nutritional composition, bioactive compounds and antioxidant properties of two fractions of this fruit. It was observed that the edible fraction had a higher content of minerals such as K, Ca and Mg (827.66 ± 14.51; 107.16 ± 1.54; and 75.65 ± 1.28 mg 100 g-1 dw, resp.), sucrose (38.01 ± 2.94 mg g-1 dw), fructose (17.58 ± 0.80 mg g-1 dw), and maltotetraose (1.63 ± 0.09 mg g-1 dw). In this same fraction, about 30 volatile compounds were found, mainly biciclo(3.2.1)octan-3-one, 6 (2-hydroxyethyl)-, endo-; butanoic acid, 2-methyl-, hexyl ester and p-ocimene. In turn, the seed had the highest number of compounds identified by ESI-LTQ-MS/MS (including vanillic acid, gallic acid hexoside, catechin hexoside, luteolin hexoside, among others), higher content of phenolics (142.43 ± 0.82 mg GAE g-1 dw), flavonoids (43.73 ± 0.23 mg CE g-1 dw), and antioxidant capacity (139.59 ± 2.47; 447.94 ± 2.70; and 100.07 ± 10.50 μM TE g-1 dw for DPPH, ABTS, and ORAC, resp.). These results suggest that Eugenia stipitata has excellent nutritional value and great functional potential, and may contribute to a greater com. exploitation of this fruit, not only in food, but also in the pharmaceutical and cosmetic industries. In the experiment, the researchers used many compounds, for example, (2R,3R,4S,5S,6R)-2-(((2S,3S,4S,5R)-2-((((2R,3S,4S,5R)-3,4-Dihydroxy-2,5-bis(hydroxymethyl)tetrahydrofuran-2-yl)oxy)methyl)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol (cas: 470-69-9Computed Properties of C18H32O16).

(2R,3R,4S,5S,6R)-2-(((2S,3S,4S,5R)-2-((((2R,3S,4S,5R)-3,4-Dihydroxy-2,5-bis(hydroxymethyl)tetrahydrofuran-2-yl)oxy)methyl)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol (cas: 470-69-9) belongs to tetrahydrofuran derivatives. THF (Tetrahydrofuran) is water-miscible and has a low viscosity making it a highly versatile solvent used in a variety of industries. Tetrahydrofuran can also be produced, or synthesised, via catalytic hydrogenation of furan. This process involves converting certain sugars into THF by digesting to furfural. An alternative to this method is the catalytic hydrogenation of furan with a nickel catalyst.Computed Properties of C18H32O16

Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Monitoring the changes in low molecular weight carbohydrates in cocoa beans during spontaneous fermentation: A chemometric and kinetic approach was written by Megias-Perez, Roberto;Moreno-Zambrano, Mauricio;Behrends, Britta;Corno, Marcello;Kuhnert, Nikolai. And the article was included in Food Research International in 2020.Quality Control of (2R,3R,4S,5S,6R)-2-(((2S,3S,4S,5R)-2-((((2R,3S,4S,5R)-3,4-Dihydroxy-2,5-bis(hydroxymethyl)tetrahydrofuran-2-yl)oxy)methyl)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol This article mentions the following:

The low mol. weight carbohydrate (LMWC) profile has recently been investigated, showing considerable changes between fermented and unfermented cocoa beans. These differences are a consequence of the fermentation process, which is considered a crucial step in chocolate production During fermentation, LMWC are involved in Maillard reaction, a crucial reaction for the development of aroma and taste precursors. However, there is a lack of information related to LMWC changes and of contextualization with changes in other physicochem. parameters (pH and dry matter) during spontaneous fermentation The different approaches employed in this manuscript have allowed the identification of a sequential degradation of tetra-, tri- and disaccharides, as well as an increase in the monosaccharide content during fermentation Moreover, a correlation was determined between some LMWC and physicochem. parameters. Besides that, the chemometric approach identified the fermentation period ranging between 48 and 96 h as determinant to produce noticeable changes in unfermented beans based on the indicators evaluated. Furthermore, different kinetic parameteres (reaction order, observed reaction rates (k_obs) and half-life values (t_1/2)) of different LMWC were determined, showing differences between them. The results showed in this manuscript provide unprecedented mechanistic details of spontaneous cocoa fermentation In the experiment, the researchers used many compounds, for example, (2R,3R,4S,5S,6R)-2-(((2S,3S,4S,5R)-2-((((2R,3S,4S,5R)-3,4-Dihydroxy-2,5-bis(hydroxymethyl)tetrahydrofuran-2-yl)oxy)methyl)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol (cas: 470-69-9Quality Control of (2R,3R,4S,5S,6R)-2-(((2S,3S,4S,5R)-2-((((2R,3S,4S,5R)-3,4-Dihydroxy-2,5-bis(hydroxymethyl)tetrahydrofuran-2-yl)oxy)methyl)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol).

(2R,3R,4S,5S,6R)-2-(((2S,3S,4S,5R)-2-((((2R,3S,4S,5R)-3,4-Dihydroxy-2,5-bis(hydroxymethyl)tetrahydrofuran-2-yl)oxy)methyl)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol (cas: 470-69-9) belongs to tetrahydrofuran derivatives. Solid acid catalysis, and the advantages often associated with their use, have been proved equally efficient for the synthesis of tetrahydrofurans or furans. Commercial tetrahydrofuran contains substantial water that must be removed for sensitive operations, e.g. those involving organometallic compounds. Although tetrahydrofuran is traditionally dried by distillation from an aggressive desiccant, molecular sieves are superior.Quality Control of (2R,3R,4S,5S,6R)-2-(((2S,3S,4S,5R)-2-((((2R,3S,4S,5R)-3,4-Dihydroxy-2,5-bis(hydroxymethyl)tetrahydrofuran-2-yl)oxy)methyl)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol

Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Radiosynthesis of ¹⁸F-labeled D-allose was written by Yamamoto, Hiroyuki;Wada, Kenji;Toyohara, Jun;Tago, Tetsuro;Ibaraki, Masanobu;Kinoshita, Toshibumi;Yamamoto, Yuka;Nishiyama, Yoshihiro;Kudomi, Nobuyuki. And the article was included in Carbohydrate Research in 2019.Synthetic Route of C12H20O6 This article mentions the following:

Rare sugars are defined as monosaccharides that exist in nature but are only present in limited quantities. D-Allose is a rare sugar that has been reported to have some unique physiol. effects. The present study describes suitable synthetic procedures for novel rare sugars of D-allose that are ¹⁸F-labeled at the C-3 and C-6 positions and the preparation of the appropriate labeling precursors. The goal is to facilitate in vivo, noninvasive positron emission tomog. (PET) investigation of the behavior of rare sugar analogs of D-allose in organs. We found five precursors that were practical for labeling, three for 3-deoxy-3-[¹⁸F]fluoro-D-allose ([¹⁸F]3FDA) and two for 6-deoxy-6-[¹⁸F]fluoro-D-allose ([¹⁸F]6FDA). With manual operation synthesis, the highest radiochem. conversion rates were 75% for [¹⁸F]3FDA with a precursor of 1,2,4,6-tetra-O-acetyl-3-O-trifluoromethanesulfonyl-β-D-glucopyranose and 69% for [¹⁸F]6FDA with a precursor of 1,2,3,4-tetra-O-acetyl-6-O-trifluoromethanesulfonyl-β-D-allopyranose. Furthermore, the practical yields of [¹⁸F]3FDA and [¹⁸F]6FDA using an automated synthesizer were also investigated. Radiochem. yields of 67% and 49% were obtained for [¹⁸F]3FDA and [¹⁸F]6FDA, resp., in an automated synthesizer. As basic assessment of stability for use in PET scanning, high performance liquid chromatog. anal. showed no decomposition of [¹⁸F]3FDA and [¹⁸F]6FDA after up to 6 h in rabbit blood plasma. In the experiment, the researchers used many compounds, for example, (3aR,5S,6S,6aR)-5-((R)-2,2-Dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-ol (cas: 582-52-5Synthetic Route of C12H20O6).

(3aR,5S,6S,6aR)-5-((R)-2,2-Dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-ol (cas: 582-52-5) belongs to tetrahydrofuran derivatives. THF (Tetrahydrofuran) is water-miscible and has a low viscosity making it a highly versatile solvent used in a variety of industries. THF (Tetrahydrofuran) is also used as a starting material for the synthesis of poly(tetramethylene ether) glycol (PTMG), etc.Synthetic Route of C12H20O6

Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Investigation of Yacon Leaves (Smallanthus sonchifolius) for α-Glucosidase Inhibitors Using Metabolomics and In Silico Approach was written by Aziz, Zuhelmi;Yuliana, Nancy Dewi;Simanjuntak, Partomuan;Rafi, Mohamad;Mulatsari, Esti;Abdillah, Syamsudin. And the article was included in Plant Foods for Human Nutrition (New York, NY, United States) in 2021.Category: tetrahydrofurans This article mentions the following:

Yacon Smallanthus sonchifolius (Poepp.) H. Robinson leaves is traditionally consumed as herbal tea in many countries including Indonesia. This plants antidiabetic properties have been extensively researched, but studies on the responsible active compound identification are scarce. Information on the active compounds is critical for the consistency of Yacon herbal tea quality. The aim of this study was to identify α-glucosidase inhibitors in Indonesian Yacon leaves grown in two different locations using FTIR- and LC-MS/MS-based metabolomics in combination with in silico technique. Yacon leaves ethanol (50 and 95%) and water extracts were tested for α-glucosidase inhibitory activity, with the 95% ethanol extract being the most active. Geog. origins were found to have no major impact on the activity. In parallel, chem. profile of Yacon leaves extract was determined using FTIR and LC-MS/MS. Orthogonal Projection to Latent Structure (OPLS) was used to analyze both sets of data. OPLS anal. of FTIR data showed that compounds associated to α-glucosidase inhibitor activity included those with functional groups -OH, stretched CH, carbonyl, and alkene. It was consistent with the result of OPLS anal. of LC-MS/MS data, which revealed that based on their VIP and Y-related coefficient value, nystose, 1-kestose, luteolin-3-7-di-O-glucoside, and 1,3-O-dicaffeoilquinic acid isomers, strongly linked to Yacons α-glucosidase inhibitor activity. In silico study supported these findings, revealing that the four compounds were potent α-glucosidase inhibitors with docking score in the range of – 100.216 to – 115.657 kcal/mol, which are similar to acarbose (- 115.774 kcal/mol) as a reference drug. In the experiment, the researchers used many compounds, for example, (2R,3R,4S,5S,6R)-2-(((2S,3S,4S,5R)-2-((((2R,3S,4S,5R)-3,4-Dihydroxy-2,5-bis(hydroxymethyl)tetrahydrofuran-2-yl)oxy)methyl)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol (cas: 470-69-9Category: tetrahydrofurans).

(2R,3R,4S,5S,6R)-2-(((2S,3S,4S,5R)-2-((((2R,3S,4S,5R)-3,4-Dihydroxy-2,5-bis(hydroxymethyl)tetrahydrofuran-2-yl)oxy)methyl)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol (cas: 470-69-9) belongs to tetrahydrofuran derivatives. THF (Tetrahydrofuran) is a stable compound with relatively low boiling point and excellent solvency. Tetrahydrofuran reaction with hydrogen sulfide: In the presence of a solid acid catalyst, tetrahydrofuran reacts with hydrogen sulfide to give tetrahydrothiophene.Category: tetrahydrofurans

Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem