Month: January 2023

Crystallization of glucose. I. Theoretical principles of solid-phase separation was written by Cabafi, Klara. And the article was included in Hemijska Industrija in 1973.Synthetic Route of C6H14O7 This article mentions the following:

The rate of crystallization and the purity of separated crystals of D-glucose monohydrate (I) [14431-43-7] depended on the operating temperature, the solution viscosity, the purity of the solution, the supersaturation, the amount of seeding crystals added, and the cooling rate. The α-isomer of I was less soluble in the aqueous solution and thus preferentially precipitated after seeding. Above 60.deg., any saccharose [57-50-1] present was preferentially soluble in H2O and therefore did not precipitate with the I. 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: 14431-43-7Synthetic Route 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 a useful synthetic intermediate. Tetrahydropyranyl (THP-) ethers derived from the reaction of alcohols and dihydropyran are common intermediates in organic synthesis. The most notable anticancer agent, bryostatin, and eribulin are marine macrolides having intriguing tetrahydropyran and furan motif. Synthetic Route of C6H14O7

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

Crystal structure of α-D-glucose monohydrate was written by Hough, E.;Neidle, S.;Rogers, D.;Troughton, P. G. H.. And the article was included in Acta Crystallographica, Section B: Structural Crystallography and Crystal Chemistry in 1973.Formula: C6H14O7 This article mentions the following:

The crystal structure of α-D-glucose monohydrate was refined with intensity data measured diffractometrically, using the coordinates from the photographic study of Killean, Ferrier & Young (1962). The final R index is 0.0301 for 906 statistically significant reflexions. 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: 14431-43-7Formula: 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.Formula: C6H14O7

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

Iridium-Catalyzed Enantioselective Hydrogenation of Unsaturated Heterocyclic Acids was written by Song, Song;Zhu, Shou-Fei;Pu, Liu-Yang;Zhou, Qi-Lin. And the article was included in Angewandte Chemie, International Edition in 2013.Category: tetrahydropyran This article mentions the following:

A variety of α,β-unsaturated heterocyclic carboxylic acids were hydrogenated with >90% enantiomeric excess using chiral spirophosphine oxazoline iridium complexes. The methodol. was applied the the preparation of γ-aminobutyric acid reuptake inhibitor (R)-tiagabine. In the experiment, the researchers used many compounds, for example, 5,6-Dihydro-2H-pyran-3-carbaldehyde (cas: 13417-49-7Category: tetrahydropyran).

5,6-Dihydro-2H-pyran-3-carbaldehyde (cas: 13417-49-7) 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. Category: tetrahydropyran

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

1,4-Diazafulvenium salts was written by Behringer, Hans;Tuerck, Ulrich. And the article was included in Chemische Berichte in 1966.COA of Formula: C6H14O7 This article mentions the following:

Solutions of the appropriate I (Ar = Ph or p-MeOC₆H₄, Ar’ = Ph or p-Me₂NC₆H₄) and II (Ar = Ph or p-MeOC₆H₄) in concentrated H₂SO₄ contained the corresponding 6,6-diaryl- and 6-aryl-1,4-diazafulvenium salts. The corresponding 1,4-diazafulvene was isolated in 1 case, namely III by the condensation of the appropriate aryl 2-imidazolyl ketones with Me₂NPh in POCl₃. p-MeOC₆H₄COCH₂Cl (18.5 g.) in 100 cc. hot EtOH treated with 12 cc. AcOH and 13.0 g. NaN₃ in 20 cc. H₂O, stirred 1 hr. at 65-70° and then 4 hrs. at room temperature, refrigerated overnight, and treated with about 40 cc. H₂O yielded 16.0 g. p-MeOC₆H₄COCH₂N₃ (IV), m. 68-71° (Et₂O-petroleum ether). IV (16.0 g.) in 800 cc. C₆H₃Cl₃ heated 45 min. at 200-20°, concentrated, and diluted with cyclohexane gave 8.3 g. V (Ar = p-MeOC₆H₄) (VI), m. 212-15° (aqueous C₅H₅N). p-MeC₆H₄COCH₂Br (64 g.) in 250 cc. EtOH and 35 cc. AcOH stirred 1 day with 39 g. NaN₃ in 60 cc. H₂O and refrigerated 1 week gave 50 g. p-MeC₆H₄COCH₂N₃ (VII), m. 58-60°. VII (13.0 g.) in 900 cc. C₆H₃Cl₃ heated 2 hrs. at 210-20° gave 6.3 g. V (Ar = p-MeC₆H₄), m. 203.5-5.5° (aqueous C₅H₅N). VI (1.54 g.) in 40 cc. POCl₃ treated at 70° under N with 1.25 cc. Me₂NPh, stirred 2 hrs. at 70°, decomposed with iced H₂O, and neutralized with cooling with half-concentrated NH₄OH, and the crude product chromatographed on Al₂O₃ gave 1-5% nearly black III, m. 172.5-3.5° (CH₂Cl₂-cyclohexane-ligroine). III (125 mg.) in 10 cc. C₆H₆ stirred 1 hr. with 0.5 millimoles PhLi-Et₂O yielded VIII, m. 158-61° (aqueous EtOH). The appropriate V (0.01 mole) in dry tetrahydrofuran treated with cooling during 5 min. under N with 21 millimoles suitable aryllithium in Et₂O and kept 20 hrs. at 20° gave the corresponding I. V (Ar = Ph) (IX) yielded 2.50 g. I (Ar = Ar’ = Ph) (X), m. 185-7° (aqueous EtOH). p-Me₂NC₆H₄Li (XI) in Et₂O added to VI in tetrahydrofuran gave 0.95 g. I (Ar = p-MeOC₆H₄, Ar’ = p-Me₂NC₆H₄) (XII), decompose 169-71° (aqueous iso-PrOH). V (Ar = p-MeOC₆H₄) treated successively with 0.01 mole each MeMgI and XI gave a small amount III. XI with IX yielded 0.740 g. gray I (Ar = Ph, Ar’ = p-Me₂NC₆H₄), decompose 166-8° (iso-PrOH-H₂O). X (0.325 g.) dissolved in 8 portions in 1 cc. concentrated H₂SO₄ each, added dropwise with cooling to MeOH, and the combined, pale yellow solution (50 cc.) diluted with 200 cc. H₂O and neutralized with cooling with half-concentrated NH₄OH gave 0.21 g. XIII, m. 134-7° (aqueous EtOH). V (Ar = Ph) (2.48 g.) in 120 cc. AcOH hydrogenated 45 min. over 1 g. Pd-CO yielded 1.57 g. II (Ar = Ph), m. 112-15° (MeNO₂). VI (7.7 g.) in 150 cc. AcOH hydrogenated over 2. g. Pd-C gave 5.5 g. II (Ar = p-MeOC₆H₄), m. 170-2° (MeCN). The uv spectra of III and XII are recorded. 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: 14431-43-7COA of Formula: 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. Tetrahydropyrans and furans principally constitute as a central motif in diverse medicinally privileged molecules. 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.COA of Formula: C6H14O7

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

Use of D-glucose modifications by non-adapted and adapted cell lines was written by Frank, Vladimir;Horakova, Katarina;Valentova, Nadeja;Smelik, Ondrej. And the article was included in Biologia (Bratislava, Slovakia) in 1976.Related Products of 14431-43-7 This article mentions the following:

Three animal cell lines of different origin and different degrees of stabilization (HeLa, LW1, and LWF B55) were cultured in media containing 1 of the following isomers of D-glucose: anhydrous α-D-glucose, β-D-glucose monohydrate, and di-α,β-D-glucose hemihydrate (determined as a racemate). The 3 cell strains exhibited different growth in the 3 different media, and no particular form of glucose was favorable to the growth of all 3 strains, even when the cells were adapted for 7-8 weeks. The cell strains showed different capacities for using the different glucose forms in that they showed different ratios of glucose consumption to growth intensity. Measurements of cell growth, glucose consumption, lactate formation, and glycogen content showed that balanced mixtures of all 3 glucose forms do not lead to identical energy metabolism in the cell cultures used. 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: 14431-43-7Related Products 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 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.Related Products of 14431-43-7

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

Knoevenagel-Cyclization Cascade Reactions of Substituted 5,6-Dihydro-2H-Pyran Derivatives was written by Kiraly, Sandor Balazs;Benyei, Attila;Lisztes, Erika;Biro, Tamas;Toth, Balazs Istvan;Kurtan, Tibor. And the article was included in European Journal of Organic Chemistry in 2021.Recommanded Product: 5,6-Dihydro-2H-pyran-3-carbaldehyde This article mentions the following:

The diastereoselective domino-Knoevenagel-IMHDA reactions of 5,6-dihydro-2H-pyran derivatives containing an o-formylaryl amine or ether moiety were performed with active methylene reagents. In the spiro heterocyclic products such as I representing a novel skeleton, a tetrahydroquinoline or chroman unit was fused with two pyran rings and the bridgehead carbon atoms were chirality centers formed diastereoselectively. Depending on the substitution pattern, a domino Knoevenagel-[1,5]-hydride shift-cyclization sequence was identified as a competing pathway, which resulted in the formation of tetrahydroquinoline derivatives such as II with a 5,6-dihydro-2H-pyran-3-yl substituent. The relative configurations of the products were determined by means of the characteristic NOE correlations and single crystal X-ray diffraction anal. Antiproliferative activity assays of two products against A2780 and WM35 human cancer cell lines showed low micromolar IC₅₀ values down to 2.99μM. In the experiment, the researchers used many compounds, for example, 5,6-Dihydro-2H-pyran-3-carbaldehyde (cas: 13417-49-7Recommanded Product: 5,6-Dihydro-2H-pyran-3-carbaldehyde).

5,6-Dihydro-2H-pyran-3-carbaldehyde (cas: 13417-49-7) belongs to tetrahydropyran derivatives. Numerous natural products have tetrahydropyran skeleton as the building block for designing new natural products and their derivatives e.g. aplysiatoxins, avermectins, oscillatoxins, talaromycins, latrunculins and acutiphycins. 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: 5,6-Dihydro-2H-pyran-3-carbaldehyde

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

Mutual transitions between α-D-glucose and its monohydrate was written by Ohshima, Kiyoshi. And the article was included in Japanese Journal of Applied Physics in 1974.SDS of cas: 14431-43-7 This article mentions the following:

α-D-glucose was converted to the monohydrate by hydration, and inversely α-D-glucose monohydrate was converted back into the anhydrous form by pyrolysis. In these experiments, the crystal surfaces were observed with an optical microscope, and the crystal structures of both glucoses were studied by x-ray diffraction. Glucose monohydrate exists in the form of rod-like and needle-like granules and in the form of a larger grain shaped like a plate. Powder diffraction lines of both glucoses were analyzed. In the discussion of these exptl. results, the mechanism of mutual transitions is made clear. 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: 14431-43-7SDS of 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.SDS of cas: 14431-43-7

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

Solid-state carbon-13 NMR study of conformations of oligosaccharides and cellulose. Conformation of CH₂OH group about the exo-cyclic carbon-carbon bond was written by Horii, Fumitaka;Hirai, Asako;Kitamaru, Ryozo. And the article was included in Polymer Bulletin (Berlin, Germany) in 1983.HPLC of Formula: 14431-43-7 This article mentions the following:

Cross-polarization/dipolar decoupling/magic-angle spinning ¹³C NMR spectra were obtained for different monosaccharides, oligosaccharides, and cellulose. A simple linear relationship exists between the chem. shift of the CH₂OH carbon and the torsion angle χ about the exo-cyclic C-C bond. The chem. shifts fall into three groups of 60-62.6 ppm, 62.5-64.5 ppm, and 65.5-66.5 ppm, which are related to gauche-gauche, gauche-trans, and trans-gauche conformations, resp. On the basis of these results the conformation of the CH₂OH carbon of cellulose is also discussed. 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: 14431-43-7HPLC of Formula: 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.HPLC of Formula: 14431-43-7

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

Stereospecific synthesis of (±)-β-santalol was written by Sato, Kikumasa;Miyamoto, Osamu;Inoue, Seiichi;Honda, Kiyoshi. And the article was included in Chemistry Letters in 1981.SDS of cas: 13417-49-7 This article mentions the following:

BrCH₂CH₂CH:CMeCH₂OAc, obtained in 4 steps from 5,6-dihydro-2H-pyran-2-carboxaldehyde, reacted with the bicycloheptanecarboxylate I to give II, (R = CO₂Et, R¹ = Ac), whose reduction with (Me₂CHCH₂)₂AlH followed by bromination and LiAlH₄ reduction of II (R = CH₂Br, R¹ = Ac) gave (±)-β-santalol (II, R = Me, R¹ = H). 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. 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.SDS of cas: 13417-49-7

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

Condensed matter effects on the structure of crystalline glucose was written by Molteni, C.;Parrinello, M.. And the article was included in Chemical Physics Letters in 1997.Synthetic Route of C6H14O7 This article mentions the following:

By means of ab initio simulations based on the Car-Parrinello method, we have calculated the crystalline structures of α-D-glucose, α-D-glucose monohydrate and β-D-glucose. The good agreement with the available exptl. data gives us confidence in the applicability of the method to carbohydrates and opens the path towards the investigation of more complex problems, where a quantum mech. description is essential. Condensed matter effects are discussed by comparing the structures of the glucose mol. in the crystalline and gas phases. 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: 14431-43-7Synthetic Route 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. Numerous natural products have tetrahydropyran skeleton as the building block for designing new natural products and their derivatives e.g. aplysiatoxins, avermectins, oscillatoxins, talaromycins, latrunculins and acutiphycins. The most notable anticancer agent, bryostatin, and eribulin are marine macrolides having intriguing tetrahydropyran and furan motif. Synthetic Route of C6H14O7

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