Dermesonlouoglou, Efimia et al. published their research in International Journal of Food Science and Technology in 2007 | CAS: 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

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

Strachan, Jon-Paul et al. published their research in Journal of Organic Chemistry in 2006 | CAS: 103260-44-2

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

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

Pandey, Karuna Shanker et al. published their research in Bioscience, Biotechnology, and Biochemistry in 1994 | CAS: 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

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

Abagyan, G. V. et al. published their research in Khimicheskaya Fizika in 1994 | CAS: 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. 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

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

Momany, F. A. et al. published their research in Carbohydrate Research in 2004 | CAS: 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. 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

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

Takahashi, Shiro et al. published their research in Chemical & Pharmaceutical Bulletin in 1966 | CAS: 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

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

Lerk, C. F. et al. published their research in Journal of Pharmacy and Pharmacology in 1984 | CAS: 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 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

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 αD-glucose monohydrate  [14431-43-7], the binding capacities of αD-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

Harek, Yahia et al. published their research in Transition Metal Chemistry (Dordrecht, Netherlands) in 2005 | 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. 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

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 NiII 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 NiII complex, determined by cyclic voltammetry, shows that the redox process of the ligand was highly irreversible, whereas the redox process of the NiII 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

Watanabe, Atsushi et al. published their research in Yakugaku Zasshi in 2002 | CAS: 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 and furans principally constitute as a central motif in diverse medicinally privileged molecules. 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.Category: tetrahydropyran

Study of crystalline drugs by means of a polarizing microscope. XIX. A trial production of a table of the optical crystallographic characteristics of crystalline drugs including crystal habits was written by Watanabe, Atsushi. And the article was included in Yakugaku Zasshi in 2002.Category: tetrahydropyran This article mentions the following:

It was clarified in previous report that the predominant faces of crystal habits mainly coincide with the morphol. crystal face at (001), (010), or (100), and therefore the two measurable key refractive indexes are closely related to the principal sections of the two axial wave surfaces and coincide with the one or two of the three principal refractive indexes. The three principal refractive indexes of biaxial crystalline drugs were measured and tabulated in the “General Information” section of the National Formulary compiled by the American Pharmaceutical Association A series of studies was conducted to measure the key refractive indexes of the crystalline drugs listed in the Japanese Pharmacopoeia X or XI so that the data could be used to improve the quant. anal. of their crystal habits. The purpose of the present study was to examine data on both the key and principal refractive indexes and attempt to produce a general authorized table of optic crystallog. characteristics, including crystal habits, for simpler and more reliable polarizing microscopy studies. 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 and furans principally constitute as a central motif in diverse medicinally privileged molecules. 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.Category: tetrahydropyran

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

Hirai, Mitsuhiro et al. published their research in ACS Omega in 2020 | CAS: 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. Dihydropyrans and tetrahydropyrans are examples of cyclic ethers widespread in nature. 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.Application In Synthesis of (2S,3R,4S,5S,6R)-6-(Hydroxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetraol hydrate

Short-Distance Intermolecular Correlations of Mono- and Disaccharides in Condensed Solutions: Bulky Character of Trehalose was written by Hirai, Mitsuhiro;Ajito, Satoshi;Iwasa, Tatsuo;Wen, Durige;Igarashi, Noriyuki;Shimizu, Nobutaka. And the article was included in ACS Omega in 2020.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:

Organisms with tolerance to extreme environmental conditions (cryptobiosis) such as desiccation and freezing are known to accumulate stress proteins and/or sugars. Trehalose, a disaccharide, has received considerable attention in the context of cryptobiosis. It has already been shown to have the highest glass-transition temperature and different hydration properties from other mono- and disaccharides. In spite of the importance of understanding cryptobiosis by exptl. clarifying sugar-sugar interactions such as the clustering in concentrated sugar solutions, there is little direct exptl. evidence of sugar solution structures formed by intermol. interactions and/or correlation. Using a wide-angle X-ray scattering method with the real-space resolution from ∼3 to 120 Å, we clarified the characteristics of the structures of sugar solutions (glucose, fructose, mannose, sucrose, and trehalose), over a wide concentration range of 0.05-0.65 g/mL. At low concentrations, the second virial coefficients obtained indicated the repulsive intermol. interactions for all sugars and also the differences among them depending on the type of sugar. In spite of the presence of such repulsive force, a short-range intermol. correlation was found to appear at high concentrations for every sugar. The concentration dependence of the observed scattering data and p(r) functions clearly showed that trehalose prefers a more disordered arrangement in solution compared to other sugars, i.e., bulky arrangement. The present findings will afford a new insight into the mol. mechanism of the protective functions of the sugars relevant to cryptobiosis, particularly that of trehalose. 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. Dihydropyrans and tetrahydropyrans are examples of cyclic ethers widespread in nature. 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.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