Category: tetrahydropyran

Kinetic studies on the loss of water from α-D-glucose monohydrate was written by Ponschke, Michelle A.;House, James E.. And the article was included in Carbohydrate Research in 2011.Recommanded Product: 14431-43-7 This article mentions the following:

Although the dehydration of α-D-glucose monohydrate is an important aspect of several industrial processes, there is uncertainty with regard to the applicable rate law and other factors that affect dehydration. Therefore, the dehydration of three glucose monohydrate samples has been studied using isothermal gravimetric anal. Dehydration follows a one-dimensional contraction (R1) rate law for the majority of kinetic runs, and an activation energy of 65.0 ± 3.9 kJ mol^-1 results when the rate constants are fitted to the Arrhenius equation. Fitting the rate constants to the Eyring equation results in values of 62.1 ± 3.7 kJ mol^-1 and -77.8 ± 4.7 J mol^-1 K^-1 for ΔH and ΔS, resp. The impedance effect on the loss of water vapor has also been investigated to determine the values for activation energy, enthalpy, and entropy for diffusion of water. The results obtained for the activation parameters are interpreted in terms of the absolute entropies of anhydrous glucose and the monohydrate. In the experiment, the researchers used many compounds, for example, (2S,3R,4S,5S,6R)-6-(Hydroxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetraol hydrate (cas: 14431-43-7Recommanded Product: 14431-43-7).

(2S,3R,4S,5S,6R)-6-(Hydroxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetraol hydrate (cas: 14431-43-7) belongs to tetrahydropyran derivatives. Tetrahydropyrans are also used as important solvents, as chemical intermediate and as monomer for ring-opening polymerization. There is large number of marine macrolide natural products that contain tetrahydropyran and tetrahydrofuran ring together. For instance, goniodomin A (actin targeting polyether), prorocentrolide (toxin halistatins), and percentotoxineRecommanded Product: 14431-43-7

Referemce:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

Fragment-Based Discovery of 5-Arylisatin-Based Inhibitors of Matrix Metalloproteinases 2 and 13 was written by Agamennone, Mariangela;Belov, Dmitry S.;Laghezza, Antonio;Ivanov, Vladimir N.;Novoselov, Anton M.;Andreev, Ivan A.;Ratmanova, Nina K.;Altieri, Andrea;Tortorella, Paolo;Kurkin, Alexander V.. And the article was included in ChemMedChem in 2016.Quality Control of 3-[(2-Tetrahydropyranyl)oxy]phenylboronic Acid This article mentions the following:

Matrix metalloproteinases (MMPs) are well-established targets for several pathologies. In particular, MMP-2 and MMP-13 play a prominent role in cancer progression. In this study, a structure-based screening campaign was applied to prioritize metalloproteinase-oriented fragments. This computational model was applied to a representative fragment set from the publicly available EDASA Scientific compound library. These fragments were prioritized, and the top-ranking hits were tested in a biol. assay to validate the model. Two scaffolds showed consistent activity in the assay, and the isatin-based compounds were the most interesting. These latter fragments have significant potential as tools for the design and realization of novel MMP inhibitors. In addition to their micromolar activity, the chem. synthesis affords flexible and creative access to their analogs. In the experiment, the researchers used many compounds, for example, 3-[(2-Tetrahydropyranyl)oxy]phenylboronic Acid (cas: 1287777-05-2Quality Control of 3-[(2-Tetrahydropyranyl)oxy]phenylboronic Acid).

3-[(2-Tetrahydropyranyl)oxy]phenylboronic Acid (cas: 1287777-05-2) belongs to tetrahydropyran derivatives. Tetrahydropyran is an important raw material and intermediate used in Organic Synthesis, Pharmaceuticals, Agrochemicals and dyestuff. Pyran derivatives such as pyran flavonoids are biologically important. Monosaccharides containing six-membered rings are called pyranose.Quality Control of 3-[(2-Tetrahydropyranyl)oxy]phenylboronic Acid

Referemce:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

Kinetic modelling of the quality degradation of frozen watermelon tissue: effect of the osmotic dehydration as a pre-treatment was written by Dermesonlouoglou, Efimia;Giannakourou, Maria;Taoukis, Petros. And the article was included in International Journal of Food Science and Technology in 2007.Product Details of 14431-43-7 This article mentions the following:

Watermelon pieces were submitted to osmotic pre-treatment in alternative osmotic solutions of glucose, oligofructose and a high dextrose equivalent (DE) maltodextrin, in order to evaluate the quality and assess the stabilization accomplished during the subsequent frozen storage in a wide temperature range from -5 to -20 °C. Color change and total lycopene content loss were kinetically studied, and their temperature dependence was modelled by the Arrhenius equation. Dehydrofrozen samples exhibited significantly improved stability, with the rates of color change and total lycopene loss being reduced up to 70% and 38%, resp., for osmotically pre-treated watermelon, compared with the untreated samples. In the experiment, the researchers used many compounds, for example, (2S,3R,4S,5S,6R)-6-(Hydroxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetraol hydrate (cas: 14431-43-7Product Details of 14431-43-7).

(2S,3R,4S,5S,6R)-6-(Hydroxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetraol hydrate (cas: 14431-43-7) belongs to tetrahydropyran derivatives. Tetrahydropyrans are useful synthons for biologically important compounds. The most notable anticancer agent, bryostatin, and eribulin are marine macrolides having intriguing tetrahydropyran and furan motif. Product Details of 14431-43-7

Referemce:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

Synthesis of Bicyclic Tertiary α-Amino Acids was written by Strachan, Jon-Paul;Whitaker, Regina C.;Miller, Craig H.;Bhatti, Balwinder S.. And the article was included in Journal of Organic Chemistry in 2006.COA of Formula: C9H16O3 This article mentions the following:

Novel bicyclic α-amino acids, exo and endo-1-azabicyclo[2.2.1]heptane-2-carboxylic acid, 1-azabicyclo[2.2.1]heptane-7-carboxylic acid, and 1-azabicyclo[3.2.2]nonane-2-carboxylic acid were readily synthesized for the generation of neuronal nicotinic receptor ligands. Alkylation of glycine-derived Schiff bases, e.g. Ph₂C:NCH₂CO₂Me, or nitroacetates with cyclic ether electrophiles, e.g. 3-(iodomethyl)tetrahydrofuran, followed by acid-induced ring opening and cyclization in NH₄OH, allowed for the preparation of substantial quantities of the three tertiary bicyclic α-amino acids. In the experiment, the researchers used many compounds, for example, Ethyl 2-(tetrahydro-2H-pyran-4-yl)acetate (cas: 103260-44-2COA of Formula: C9H16O3).

Ethyl 2-(tetrahydro-2H-pyran-4-yl)acetate (cas: 103260-44-2) belongs to tetrahydropyran derivatives. Tetrahydropyran is an important raw material and intermediate used in Organic Synthesis, Pharmaceuticals, Agrochemicals and dyestuff. The most notable anticancer agent, bryostatin, and eribulin are marine macrolides having intriguing tetrahydropyran and furan motif. COA of Formula: C9H16O3

Referemce:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

Tetrahydropyran esters as new attractants for cockroaches was written by Pandey, Karuna Shanker;Shriprakash;Rao, Karumuru Mallikarjuna;Vaidyanathaswamy, Ramamoorthy. And the article was included in Bioscience, Biotechnology, and Biochemistry in 1994.Recommanded Product: 103260-44-2 This article mentions the following:

Twenty four tetrahydropyran esters were synthesized and tested as attractants toward Blattella germanica and Supella longipalpa in the laboratory by using the choice-chamber method. In general, carboxylates were superior to propionates and acetates. Among the 2-, 3-, or 4-substituted esters, substitution at the 4-position was better than at the other two positions. These results are explained in terms of the receptor model proposed earlier by others. In the experiment, the researchers used many compounds, for example, Ethyl 2-(tetrahydro-2H-pyran-4-yl)acetate (cas: 103260-44-2Recommanded Product: 103260-44-2).

Ethyl 2-(tetrahydro-2H-pyran-4-yl)acetate (cas: 103260-44-2) belongs to tetrahydropyran derivatives. Tetrahydropyran is a useful synthetic intermediate. Tetrahydropyranyl (THP-) ethers derived from the reaction of alcohols and dihydropyran are common intermediates in organic synthesis. The bismuth chloride-assisted cross-cyclization between homoallylic alcohols and epoxides provided various benzyl tetrahydropyran derivatives. The reaction afforded good yields of desired products and occurred under mild conditions.Recommanded Product: 103260-44-2

Referemce:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

Transformations of D-glucose in solid phase initiated by γ-irradiation was written by Abagyan, G. V.;Opresyan, A. S.. And the article was included in Khimicheskaya Fizika in 1994.Name: (2S,3R,4S,5S,6R)-6-(Hydroxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetraol hydrate This article mentions the following:

The presence of water in γ-irradiated α-glucose leads to the appearance of primary free radicals of a new type without conformational inversion; conformational inversion is initiated by temperature in the absence of water and irradiation The presence of water in γ-irradiated β-glucose induces conformational inversion to α-glucose at high rate at 77 K. In the experiment, the researchers used many compounds, for example, (2S,3R,4S,5S,6R)-6-(Hydroxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetraol hydrate (cas: 14431-43-7Name: (2S,3R,4S,5S,6R)-6-(Hydroxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetraol hydrate).

(2S,3R,4S,5S,6R)-6-(Hydroxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetraol hydrate (cas: 14431-43-7) belongs to tetrahydropyran derivatives. Tetrahydropyrans are also used as important solvents, as chemical intermediate and as monomer for ring-opening polymerization. 2-(Arylmethylene)cyclopropylcarbinols could be converted to the corresponding tetrahydropyrans stereoselectively in the presence of Brønsted acids under mild conditions. A plausible Prins-type reaction mechanism has been proposed.Name: (2S,3R,4S,5S,6R)-6-(Hydroxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetraol hydrate

Referemce:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

B3LYP/6-311++G** study of monohydrates of α- and β-D-glucopyranose: hydrogen bonding, stress energies, and effect of hydration on internal coordinates was written by Momany, F. A.;Appell, M.;Strati, G.;Willett, J. L.. And the article was included in Carbohydrate Research in 2004.Electric Literature of C6H14O7 This article mentions the following:

Twenty-six monohydrates of α- and β-D-glucopyranose were studied using gradient methods at the B3LYP/6-311++G level of theory. Geometry optimization was carried out with the water mols. at different configurations around the glucose mol. A new nomenclature for hydrated carbohydrates was developed to describe the water configurations. Zero-point vibrational energy, enthalpy, entropy, and relative free energy were obtained using the harmonic approximation Hydrogen-bond energies for the monohydrates range from ∼-5 to -12 kcal/mol, and the average relative free energy is ∼5 kcal/mol. The 1-hydroxy position is the most energetically favored site for hydration, and the region between the two and three positions is the next-most favored site. A water mol. approaching α-D-glucose between the 1- and 2-hydroxy positions pulls the 2-hydroxyl hydrogen atom away from the 1-hydroxy oxygen atom, thus increasing the hydrogen-bond length and also increasing the α-D-glucose energy. The increase in energy that occurs with a similar interaction on the β-anomer is much less effective since the hydrogen bond is much longer. Using the calculated free energies of all 26 configurations, the anomer population (α/β) increases in the β-anomer population relative to the in vacuo case by ∼10% at the expense of the α-anomer, giving an (α/β) ratio of ∼50/50. This result arises from entropy contributions favoring the β-anomer more than the α-anomer. From anal. of donor and acceptor hydrogen-bond lengths, excellent correlation is found between the DFT calculated distances and those taken from carbohydrate structures in the Cambridge Crystallog. Data Bank. In the experiment, the researchers used many compounds, for example, (2S,3R,4S,5S,6R)-6-(Hydroxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetraol hydrate (cas: 14431-43-7Electric Literature of C6H14O7).

(2S,3R,4S,5S,6R)-6-(Hydroxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetraol hydrate (cas: 14431-43-7) belongs to tetrahydropyran derivatives. Dihydropyrans and tetrahydropyrans are examples of cyclic ethers widespread in nature. The reaction of tertiary 1,4- and 1,5-diols with cerium ammonium nitrate at room temperature gives tetrahydrofuran and tetrahydropyran derivatives in high yield and stereoselectivity. Various fragrant compounds have been synthesized using this method.Electric Literature of C6H14O7

Referemce:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

Benzimidazole N-oxides. VI. Reaction of 3-methoxy-l-methyl- and 1,2-dimethylbenzimidazolium iodide with various nucleophiles was written by Takahashi, Shiro;Kano, Hideo. And the article was included in Chemical & Pharmaceutical Bulletin in 1966.Recommanded Product: 14431-43-7 This article mentions the following:

The reactions of I with nucleophiles were considered to involve N-alkoxydihydro base intermediates II, but the high acidity of the C-2 proton suggested the possibility of a zwitter ion-carbene-type activated complex III. Both reaction pathways produced IV derivatives Evidence for the lability of the C-2 proton was shown by its rapid exchange with D and the low τ value (-1.00 in CDCl₃) of the 2-proton signal. Reactions of I with KCN, NaOH, MeMgI, NaHSO₃, NaOMe, iso-PrONa, NH₂NH₂, NH₂Me, NH₃, NHMe₂, NH₂Ph, HC(CN)CO₂Me, H₂C(CN)₂, and NaBH₄ were reported. Phys. constants of those compounds described with an elemental analysis were as follows: IV (B = OMe), m. 40-2°; IV (B = iso-PrO) isolated as picrate, m. 160° (decomposition); IV (B = iso-PrO) isolated as picrate, m. 160° (decomposition); IV (B = NHNH₂), m. 242° (decomposition); IV (B = NHMe) (HI salt m. 275° (decomposition)), m. 185-6°; IV (B = NMe₂) isolated as picrate, m. 191-2°; IV (B = NHPh).HI, m. 241-3° (decomposition); IV (B = CH(CN)₂), m. >250°. Reactions of V with NaOH, MeONa, NH₂NH₂, NH₃, NaHSO₃, and NaBH₄ gave VI [R = H (VII)] via abstraction of a proton from the 3-methoxyl group and loss of HCHO. V with KCN produced VII and VI [R = CN (VIII)], m. 210-11°, (the reaction in D₂O gave VII and VIII having D incorporated in the C-2 Me group) through a reaction pathway involving abstraction of a 2-Me proton, followed by nucleophilic attack at C-6 and the concerted departure of methoxide ion. V, m. 150-1° (decomposition), was prepared by refluxing 1-methoxy-2-methylbenzimidazole (VIII) with excess MeI for 10 min., and VIII, m. 39-41°, was synthesized by heating a mixture of 1.5 g. 2-methylbenzimidazole 1-oxide, 10 ml. MeOH, 0.6 g. KOH, and 0.7 ml. MeI for 1 hr. at 50°. V heated in a sealed tube in CHCl₃ at 100° for 4 hrs. produced 1,2,3-trimethylbenzimidazolium iodide, m. >250°. In the experiment, the researchers used many compounds, for example, (2S,3R,4S,5S,6R)-6-(Hydroxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetraol hydrate (cas: 14431-43-7Recommanded Product: 14431-43-7).

(2S,3R,4S,5S,6R)-6-(Hydroxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetraol hydrate (cas: 14431-43-7) belongs to tetrahydropyran derivatives. In organic synthesis, the 2-tetrahydropyranyl group is used as a protecting group for alcohols. Pyran derivatives such as pyran flavonoids are biologically important. Monosaccharides containing six-membered rings are called pyranose.Recommanded Product: 14431-43-7

Referemce:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

Effect of dehydration on the binding capacity of particulate hydrates was written by Lerk, C. F.;Zuurman, K.;Kussendrager, K.. And the article was included in Journal of Pharmacy and Pharmacology in 1984.Application In Synthesis of (2S,3R,4S,5S,6R)-6-(Hydroxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetraol hydrate This article mentions the following:

Compared to a crushing strength of almost 0 for tablets compressed from nontreated α–D-glucose monohydrate  [14431-43-7], the binding capacities of α–D-glucose  [492-62-6], dehydrated at temperatures from 60-135°, were strongly increased with increasing temperature of dehydration. The crushing strength of the tablets also increased with increasing temperature of dehydration. In the experiment, the researchers used many compounds, for example, (2S,3R,4S,5S,6R)-6-(Hydroxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetraol hydrate (cas: 14431-43-7Application In Synthesis of (2S,3R,4S,5S,6R)-6-(Hydroxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetraol hydrate).

(2S,3R,4S,5S,6R)-6-(Hydroxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetraol hydrate (cas: 14431-43-7) belongs to tetrahydropyran derivatives. Tetrahydropyrans are useful synthons for biologically important compounds. The Prins reaction of homoallylic alcohols with aldehydes afforded an alternative method for the preparation of tetrahydropyrans.Application In Synthesis of (2S,3R,4S,5S,6R)-6-(Hydroxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetraol hydrate

Referemce:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics

Synthesis, characterization, crystal structure and electrochemical behavior of a nickel(II) complex of 5,6-dihydro-2H-pyran-3-aldehyde thiosemicarbazone was written by Harek, Yahia;Larabi, Lahcene;Boukli, Leila;Kadri, Fatima;Benali-Cherif, Noureddine;Mostafa, Mohsen M.. And the article was included in Transition Metal Chemistry (Dordrecht, Netherlands) in 2005.Synthetic Route of C6H8O2 This article mentions the following:

A new Ni^II complex of 5,6-dihydro-2H-pyran-3-aldehyde thiosemicarbazone (HDPTSC) was synthesized and characterized by microanalyses, magnetic susceptibility, molar conductance measurements and by spectral methods (IR, UV-visible, ¹H-NMR). The structure of [Ni(DPTSC)₂]· DMF was solved using x-ray diffraction and is highly sym. with a trans arrangement of the two bidentate ligands. The thiosemicarbazone coordinates as an anionic ligand via the thiosemicarbazone moiety’s azomethine N and thiolate S [on loss of the N2 H]. The electrochem. behavior of the ligand and its Ni^II complex, determined by cyclic voltammetry, shows that the redox process of the ligand was highly irreversible, whereas the redox process of the Ni^II complex was observed as a one electron transfer process in a quasi-reversible and diffusion-controlled reaction. In the experiment, the researchers used many compounds, for example, 5,6-Dihydro-2H-pyran-3-carbaldehyde (cas: 13417-49-7Synthetic Route of C6H8O2).

5,6-Dihydro-2H-pyran-3-carbaldehyde (cas: 13417-49-7) belongs to tetrahydropyran derivatives. Tetrahydropyrans are also used as important solvents, as chemical intermediate and as monomer for ring-opening polymerization. One classic procedure for the organic synthesis of tetrahydropyran is by hydrogenation of the 3,4-isomer of dihydropyran with Raney nickel.Synthetic Route of C6H8O2

Referemce:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics