Heterocyclic Building Blocks-Tetrahydropyran

Oximes as artificial sweeteners. Part 23. Unsaturated oximes was written by Unterhalt, Bernard;Ghori, Mahmood. And the article was included in Zeitschrift fuer Lebensmittel-Untersuchung und -Forschung in 1980.Formula: C6H8O2 This article mentions the following:

Cyclization of acrolein with H₂S in CH₂Cl₂ containing Cu turnings and NEt₃ at -10° gave 86% aldehyde I, which was oximated with H₂NOH to give 53% oxime II (R = R¹ = H, X = S). Similarly, II (R = R¹ = Me, X = S) and II (R = R¹ = H, X = O) were prepared from the aldehydes. On comparison with the sweet-tasting II (R = R¹ = H, X = CH₂), only II (R = R¹ = H, X = S) had a slightly sweet taste. In the experiment, the researchers used many compounds, for example, 5,6-Dihydro-2H-pyran-3-carbaldehyde (cas: 13417-49-7Formula: C6H8O2).

5,6-Dihydro-2H-pyran-3-carbaldehyde (cas: 13417-49-7) belongs to tetrahydropyran derivatives. Tetrahydropyran is an important raw material and intermediate used in Organic Synthesis, Pharmaceuticals, Agrochemicals and dyestuff. 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.Formula: C6H8O2

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

Role of water in the polymorphic transitions of small carbohydrates was written by Mathlouthi, Mohamed;Benmessaoud, Ghazi;Roge, Barbara. And the article was included in Food Chemistry in 2012.Quality Control of (2S,3R,4S,5S,6R)-6-(Hydroxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetraol hydrate This article mentions the following:

Crystallization of small carbohydrates (hexoses, alditols, and disaccharides) in solution or from the melt is known to provide different polymorphs mainly due to their affinity with water and their mol. flexibility. Food and pharmaceutical applications sometimes require the use of a specific polymorph especially for its compaction and compression properties. Different factors affect the process of crystallization and make the selection of a polymorph in a straightforward step difficult. As a general rule, the crystallization of the most stable form or the easiest to crystallize is achieved and a polymorphic transition follows. To achieve the transition and obtain the desired crystal form, the control of water activity is needed. Examples of polymorph transitions are described. It is particularly the case for α-D-glucose monohydrate-anhydrous transition and the conversion of β sorbitol to the most stable polymorph γ. Polymorphic transitions were controlled by recording the XRPD patterns of the polymorph submitted to controlled water activity and temperature conditions. The morphol. of crystals was also observed under microscope. FTIR spectra of the polymorphs obtained at different a_w values were recorded as well as DSC thermograms. Water vapor sorption isotherms were established and the kinetics of water intake determined An attempt of interpretation of the role of water in polymorphic transitions is made. The flexibility of sorbitol enhanced in presence of water vapor when samples are submitted to humid air seems at the origin of conformation change which induces conformational polymorphism. A difference is noticed between α-D-glucose monohydrate and sorbitol polymorphic transitions due to the difference in their solubility curves (enantiotropic for glucose, monotropic for sorbitol). 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: 14431-43-7Quality Control 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. In organic synthesis, the 2-tetrahydropyranyl group is used as a protecting group for alcohols. 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.Quality Control 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

Process simulation and technol-economic analysis on hydration and hydrogenation technology of acrolein for 1,3-propanediol production was written by Zeng, Hong;Fang, Bai-shan;Qu, Yin-di. And the article was included in Guocheng Gongcheng Xuebao in 2013.SDS of cas: 13417-49-7 This article mentions the following:

Based on laboratory and pilot experiments of hydration and hydrogenation of acrolein for production of 1,3-propanediol (PDO), the Superpro Designer simulation was applied to simulate the scale-up process for 10000 t/a PDO production, coupling with costing and economic evaluation on the flowsheet. Simulation results show that the process design is reasonable with main process data complying with exptl. results. The economic anal. indicates that raw material cost shares 49% of operating cost, equipment purchase cost is about 22.42 million yuan and the total investment is of approx. 150.88 million yuan. The expected returns on investment reach 28.21% as the after-tax profit is about 42.56 million yuan annually. In the experiment, the researchers used many compounds, for example, 5,6-Dihydro-2H-pyran-3-carbaldehyde (cas: 13417-49-7SDS of cas: 13417-49-7).

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. 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.SDS of cas: 13417-49-7

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

Formation of dihydroxybenzenes in cigarette smoke. part 2. contribution from quinic acid and myo-inositol was written by Moldoveanu, Serban C.;Davis, Michael F.. And the article was included in Beitraege zur Tabakforschung International in 2013.Quality Control of 5,6-Dihydro-2H-pyran-3-carbaldehyde This article mentions the following:

Formation of dihydroxybenzenes in cigarette smoke is a subject of considerable interest because some dihydroxybenzenes are co-carcinogens, (e.g., catechol and certain alkylcatechols), and others such as hydroquinone can form metabolites that have toxic or carcinogenic properties. This present study describes the contribution of tobacco quinic acid (or (1S,3R,4S,5R)-1,3,4,5-tetrahydroxycyclohexanecarboxylic acid) and myo-inositol (or (1R,2R,3S,4S,5R,6S)-cyclohexane-1,2,3,4,5,6-hexol) to the formation of dihydroxybenzenes in cigarette smoke. The study is a continuation of a previous one showing the contribution of chlorogenic acid and rutin as precursors for these compounds (6). The yields of dihydroxybenzenes formed by pyrolysis of quinic acid and myo-inositol are relatively high and both quinic acid and myo-inositol can be present in some tobacco types at levels as high as 1% by weight The level of these compounds makes them potentially important contributors to the formation of dihydroxybenzenes in cigarette smoke. Similar to the previous study on other dihydroxybenzene precursors from tobacco, this present study was done in three parts: (1) pyrolytic evaluation of the amount of dihydroxybenzenes in smoke generated from isolated quinic acid and myo-inositol; (2) anal. of smoke from cigarettes made from a variety of tobaccos (14 single grades) and two blended cigarettes, followed by correlations of dihydroxybenzene yields from these cigarettes with the level of quinic acid and myo-inositol in the tobaccos; (3) addition of quinic acid or myo-inositol to several tobaccos followed by the smoking of the spiked cigarettes and measurement of the dihydroxybenzenes yield increase. The study performed on a variety of single-grade tobacco cigarettes and for two blended-tobacco cigarettes (one being the 2R4F Kentucky reference) shows that the contribution of quinic acid and of inositol to the formation of catechol and hydroquinone in smoke depends on the blend, as previously shown for chlorogenic acid and rutin. The study results suggest that quinic acid and myo-inositol may be major contributors to the formation of dihydroxybenzenes in cigarette smoke. Although the calculations do not provide precise numbers for the contribution of quinic acid and inositol to the formation of dihydroxybenzenes, these results suggest that the contribution could be as high as 50 to 60% of the level of dihydroxybenzenes. In the experiment, the researchers used many compounds, for example, 5,6-Dihydro-2H-pyran-3-carbaldehyde (cas: 13417-49-7Quality Control of 5,6-Dihydro-2H-pyran-3-carbaldehyde).

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.Quality Control of 5,6-Dihydro-2H-pyran-3-carbaldehyde

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

Synthesis of hydroxy-γ-lactones from α,β-unsaturated aldehydes was written by Marschall, Helga;Penninger, Josef;Weyerstahl, Peter. And the article was included in Liebigs Annalen der Chemie in 1982.Reference of 13417-49-7 This article mentions the following:

RCH:CR¹CHO [I; R = Me, R¹ = H; RR¹ = (CH₂)_3-5, CH₂CH₂OCH₂, CH₂CH₂CH₂CMe₂], Me₂C:CHCHO (II), and III (R³ = CHO, R⁴R⁵ = bond) reacted in three steps (epoxidation, PO olefination, and selective hydrogenation to give the corresponding esters IV (R² = CH₂CH₂CO₂Et), IV (R = CH₂CH₂CO₂Et, R¹ = R² = Me) and III (R³ = CH₂CH₂CO₂Et, R⁴R⁵ = O). These steps were interchangeable, especially the epoxidation and olefination. These esters were hydrolyzed to give V [R⁶ = H, R⁷ = R⁸ = Me; R⁶R⁷ = (CH₂)_n, CH₂OCH₂CH₂, R⁸ = H; R⁶R⁷ = CMe₂CH₂CH₂CH₂, R⁸ = Me; n = 4-5]. In the experiment, the researchers used many compounds, for example, 5,6-Dihydro-2H-pyran-3-carbaldehyde (cas: 13417-49-7Reference of 13417-49-7).

5,6-Dihydro-2H-pyran-3-carbaldehyde (cas: 13417-49-7) belongs to tetrahydropyran derivatives. In organic synthesis, the 2-tetrahydropyranyl group is used as a protecting group for alcohols. 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.Reference of 13417-49-7

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

Explosibility tests for industrial dusts was written by Raftery, Monica M.. And the article was included in Fire Research Technical Paper (United Kingdom, Joint Fire Research Organization) in 1975.Quality Control of (2S,3R,4S,5S,6R)-6-(Hydroxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetraol hydrate This article mentions the following:

Apparatus and procedures used for testing explosibility of industrial dust suspensions by the Fire Research Station are described. The min. ignition temperature, explosible concentration, and ignition energy and maximum explosion pressure, rate of pressure rise, and O concentration to prevent ignition are tabulated for 290 common industrial dusts, including metals, coal, foods, grain, paper, wood, rubbers, and plastics. 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: 14431-43-7Quality Control 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 and furans principally constitute as a central motif in diverse medicinally privileged molecules. 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.Quality Control 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

Crrystallization of glucose. II. Effect of some parameters on crystallization of glucose monohydrate was written by Cabafi, Klara. And the article was included in Hemijska Industrija in 1973.Computed Properties of C6H14O7 This article mentions the following:

The optimum crystallization condition of D-glucose α-monohydrate [50-99-7] in the presence of acid enzymes was to start crystallization from a solution containing 70-1% anhydrous D-glucose and >5% seed crystals at 43-5.deg. initially and to cool at a rat of 0.3-0.4.deg./hr to 25-7.deg.. 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: 14431-43-7Computed Properties 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. Tetrahydropyran is an important raw material and intermediate used in Organic Synthesis, Pharmaceuticals, Agrochemicals and dyestuff. 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.Computed Properties of C6H14O7

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

Applied chemical engineering in the food industry. Manufacture of dextrose monohydrate was written by Dobre, Tanase;Gavrilita, Nicolae. And the article was included in Revista de Chimie (Bucharest) in 1997.Product Details of 14431-43-7 This article mentions the following:

Modeling of starch liquefaction, saccharification, and thermal and material balances during manufacture of dextrose monohydrate is discussed. Effects considered include the relation between production capacity and equipment sizing (starch liquefier and saccharification reactor) as well as utility requirements (steam required for the liquefaction, water, etc.) and the effluent flowrates (flashdown steam and nonsaccharifiable wastes). 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. 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.Product Details of 14431-43-7

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

Spin-probe EPR study of some sugars in connection with desiccation tolerance of biological objects was written by Dzuba, S.A.;Golovina, Ye.A.;Tsvetkov, Yu.D.. And the article was included in Applied Magnetic Resonance in 1993.Category: tetrahydropyran This article mentions the following:

EPR spectra of the nitroxide radical Tempone introduced in trehalose, sucrose, glucose and in sucrose-raffinose and sucrose-glucose mixtures have been studied at different temperatures above the room temperature The sugars similar to those found in desiccation tolerant biol. organisms (trehalose, sucrose-raffinose mixture) are distinguished from the others by the stability of their phase state and by lower values of the effective activation energies for rotational mol. motion. Probably these properties are important for the mechanism by which sugars act to protect the cell during desiccation. 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: 14431-43-7Category: tetrahydropyran).

(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.Category: tetrahydropyran

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

Polymethine dyes based on pyrylium salts with unsaturated cyclic groups in the 4-position was written by Kurdyukov, V. V.;Tolmachev, A. I.. And the article was included in Dopovidi Natsional’noi Akademii Nauk Ukraini in 2017.Application of 13417-49-7 This article mentions the following:

2,6-Diphenyl-substituted pyrylium salts containing unsaturated cyclic groups are synthesized. They are shown to be feasible precursors for the synthesis of sym. and unsym. dyes. The spectral properties of synthesized dyes are studied in solvents of different polarities. In the experiment, the researchers used many compounds, for example, 5,6-Dihydro-2H-pyran-3-carbaldehyde (cas: 13417-49-7Application of 13417-49-7).

5,6-Dihydro-2H-pyran-3-carbaldehyde (cas: 13417-49-7) 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 Prins reaction of homoallylic alcohols with aldehydes afforded an alternative method for the preparation of tetrahydropyrans.Application of 13417-49-7

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