Tag: 116.1583

The consistent force field. 4. An optimized set of potential energy functions for aliphatic and alicyclic ethers and anomeric carbon atoms was written by Fabricius, Jesper;Engelsen, Soeren Balling;Rasmussen, Kjeld. And the article was included in New Journal of Chemistry in 1995.Safety of 2-Methoxytetrahydro-2H-pyran This article mentions the following:

A set of potential energy function parameters has been optimized for the ether oxygen and anomeric carbon atoms. The force field is classical except for the use of Morse functions for bond deformation. Optimization was done on internal mol. structure of gases, unit cell dimensions of crystals, and vibrational spectra of gases using the Consistent Force Field program. A previous work led to optimization of 15 parameters for alkanes. The ether parameter set contains 53 parameters, 38 of which were optimized on a database of 11 gas phase structures and 6 crystal structures, and vibrational spectra of 10 compounds The performance of the resulting force field was checked on substances and properties not included in the optimization: energy barrier data calculated with high-level ab initio methods, exptl. thermodn. data, and supplementary data on internal structure, rotational constants and dipole moments. Change of previous strategy from optimization of at. charge parameters on mol. dipole moments to the fitting of partial charges derived from ab initio studies improves the performance with respect to rotamer energies. With the simple classical force field used and with parameters optimized exclusively on exptl. data, we obtained rotational barriers conforming to recent ab initio studies on 2-methoxytetrahydropyran, a model compound for carbohydrates in general and the exo-anomeric effect in particular. In the experiment, the researchers used many compounds, for example, 2-Methoxytetrahydro-2H-pyran (cas: 6581-66-4Safety of 2-Methoxytetrahydro-2H-pyran).

2-Methoxytetrahydro-2H-pyran (cas: 6581-66-4) 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.Safety of 2-Methoxytetrahydro-2H-pyran

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

Comparative performance of MM3(92) and two TINKER MM3 versions for the modeling of carbohydrates was written by Stortz, Carlos A.. And the article was included in Journal of Computational Chemistry in 2005.Recommanded Product: 2-Methoxytetrahydro-2H-pyran This article mentions the following:

The 1992 version of MM3 was largely used for modeling mono-, di-, and trisaccharides. In later versions of MM3 improvements were made in some parameters that may be important for carbohydrates. This corrected MM3 force field is part of the TINKER package, freely available (as its 4.1 version), and included in the Chem 3D Ultra 8.0 package (as the 3.7 version). The latter version lacks the corrections to the standard bond lengths produced by electronegativity and anomeric effects, whereas the TINKER 4.1 version only lacks the latter correction. The present work compares the performance of the three MM3 versions (and in some cases, DFT and/or HF/ab initio procedures) on several carbohydrate model problems as the chair and rotamer equilibrium in 2-hydroxy- and 2-methoxytetrahydropyran, hydrogen bonding in cis-2,3-dihydroxytetrahydropyran, and the potential energy surfaces around the glycosidic bonds of two sulfated disaccharides and two trisaccharides. TINKER MM3 can be used accurately to estimate carbohydrate energies and geometries, and-with the help of some programming-to pursue studies on the potential energy surfaces of di- and trisaccharides. In most cases results obtained using the three MM3 versions are similar, although large energy differences are obtained when comparing a rotameric distribution around a O-C-O-H dihedral, which is almost forced to the exo-anomeric position by the TINKER versions. In other systems smaller energy differences are found, but they can nevertheless lead to different global min. when comparing conformers of similar energy. MM3(92) establishes better the differences between the bond lengths in both anomers, as an expected expression of the anomeric correction. In the experiment, the researchers used many compounds, for example, 2-Methoxytetrahydro-2H-pyran (cas: 6581-66-4Recommanded Product: 2-Methoxytetrahydro-2H-pyran).

2-Methoxytetrahydro-2H-pyran (cas: 6581-66-4) belongs to tetrahydropyran derivatives. In organic synthesis, the 2-tetrahydropyranyl group is used as a protecting group for alcohols. 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: 2-Methoxytetrahydro-2H-pyran

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

Allylation using allylborates was written by Hunter, Roger;Michael, Joseph P.;Tomlinson, Geoffrey D.. And the article was included in Tetrahedron in 1994.Computed Properties of C6H12O2 This article mentions the following:

The scope of allylations by organoborates was determined for a range of acetals activated by trimethylsilyl trifluoromethanesulfonate. Intermol. allylation of acyclic acetals proceeds smoothly and in high yield using lithium n-butyltriallylborate or lithium methyltriallylborate in THF at -78掳, while 1,3-dioxanes and dioxolanes give reduction products. Intramol. allylation may be carried out via anchoring the triallylborane using an alkoxide anion. Mechanistic studies indicate that allyl transfer is from boron and not silicon, while stereoselectivity studies on the crotylation of acyclic acetals as well as the allylation of chiral acetals derived from (2R,4R)-pentanediol indicate moderate levels fo diastereoselection. In the experiment, the researchers used many compounds, for example, 2-Methoxytetrahydro-2H-pyran (cas: 6581-66-4Computed Properties of C6H12O2).

2-Methoxytetrahydro-2H-pyran (cas: 6581-66-4) 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. Pyran derivatives such as pyran flavonoids are biologically important. Monosaccharides containing six-membered rings are called pyranose.Computed Properties of C6H12O2

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

Pentacoordinate Organoaluminum Chemistry: Catalytic Efficiency of Me₃Al in the Epoxide Cleavage with Alkynyllithiums was written by Ooi, Takashi;Kagoshima, Naoko;Ichikawa, Hayato;Maruoka, Keiji. And the article was included in Journal of the American Chemical Society in 1999.Synthetic Route of C6H12O2 This article mentions the following:

A new and highly effective catalytic method for epoxide alkynylations was developed that involves the chelation-controlled alkylation of heterosubstituted epoxides with Me₃Al via pentacoordinate organoaluminum complexes by taking advantage of the exceedingly high affinity of aluminum to oxygen. For example, reaction of epoxy ether, (1-benzyloxy)-3-butene oxide, in toluene with PhC顚咰Li under the influence of catalytic Me₃Al (1h mol%) proceeded smoothly at 0 掳C for 5 h to furnish the alkynylation product, 1-(benzyloxy)-6-phenyl-5-hexyn-3-ol, in 76% yield [3% without Me₃Al catalyst; 78% with stoichiometric Me₃Al under similar conditions]. This represents the first catalytic procedure for the amphiphilic alkylation of epoxides. The participation of pentacoordinate Me₃Al complexes of epoxy ethers is emphasized by comparing the reactivity with the corresponding simple epoxide, 5-phenyl-1-pentene oxide, which was not susceptible to nucleophile attack of PhC顚咰Li with catalytic Me₃Al under similar conditions. The pentacoordinate complex formation of Me₃Al with (1-benzyloxy)-3-butene oxide is characterized by low-temperature ¹³C and ²⁷Al NMR spectroscopy. This approach is also applicable to the selective alkynylation of tosyl aziridines with adjacent ether functionality, which provides a promising method for amino alc. synthesis. In the experiment, the researchers used many compounds, for example, 2-Methoxytetrahydro-2H-pyran (cas: 6581-66-4Synthetic Route of C6H12O2).

2-Methoxytetrahydro-2H-pyran (cas: 6581-66-4) belongs to tetrahydropyran derivatives. Tetrahydropyrans are also used as important solvents, as chemical intermediate and as monomer for ring-opening polymerization. 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.Synthetic Route of C6H12O2

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

Tetrahydropyranylation of alcohols and phenols using copper 4-aminobenzenesulfonate and acetic acid as a catalyst system was written by Song, Zhi-guo;Liu, Lian-li;Gao, Jing-jing;Wang, Min. And the article was included in Huaxue Yanjiu Yu Yingyong in 2012.Application In Synthesis of 2-Methoxytetrahydro-2H-pyran This article mentions the following:

A synergistic catalytic effect between metal 4-aminobenzenesulfonates(Cu, Ni, Zn, Co, Al, Cd, Mn, La, Ce(III), Pr, Nd, Sm, Eu, Tb, Dy, Ho, Er) and Bronsted acid in tetrahydropyranylation of alcs. and phenols was investigated. The catalytic system, combined copper 4-aminobenzenesulfonate with acetic acid, proved to be very active. Various alcs. and phenols were tetrahydropyranylated in high yields at room temperature without solvent. After reaction, copper 4-aminobenzenesulfonate could be recycled at least six times without significant loss of activity. In the experiment, the researchers used many compounds, for example, 2-Methoxytetrahydro-2H-pyran (cas: 6581-66-4Application In Synthesis of 2-Methoxytetrahydro-2H-pyran).

2-Methoxytetrahydro-2H-pyran (cas: 6581-66-4) belongs to tetrahydropyran derivatives. Dihydropyrans and tetrahydropyrans are examples of cyclic ethers widespread in nature. One classic procedure for the organic synthesis of tetrahydropyran is by hydrogenation of the 3,4-isomer of dihydropyran with Raney nickel.Application In Synthesis of 2-Methoxytetrahydro-2H-pyran

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

A re-optimized GROMOS force field for hexopyranose-based carbohydrates accounting for the relative free energies of ring conformers, anomers, epimers, hydroxymethyl rotamers, and glycosidic linkage conformers was written by Hansen, Halvor S.;Huenenberger, Philippe H.. And the article was included in Journal of Computational Chemistry in 2011.Electric Literature of C6H12O2 This article mentions the following:

This article presents a re-optimization of the GROMOS 53A6 force field for hexopyranose-based carbohydrates (nearly equivalent to 45A4 for pure carbohydrate systems) into a new version 56A_CARBO (nearly equivalent to 53A6 for non-carbohydrate systems). This re-optimization was found necessary to repair a number of short-comings of the 53A6 (45A4) parameter set and to extend the scope of the force field to properties that had not been included previously into the parameterization procedure. The new 56A_CARBO force field is characterized by: (i) the formulation of systematic build-up rules for the automatic generation of force-field topologies over a large class of compounds including (but not restricted to) un-functionalized poly-hexopyranoses with arbritrary connection; (ii) the systematic use of enhanced sampling methods for inclusion of exptl. thermodn. data concerning slow or un-phys. processes into the parameterization procedure; and (iii) an extensive validation against available exptl. data in solution and, to a limited extent, theor. (quantum-mech.) data in the gas phase. At present, the 56A_CARBO force field is restricted to compounds of the elements C, O, and H presenting single bonds only, no oxygen functions other than alc., ether, hemiacetal, or acetal, and no cyclic segments other than six-membered rings (separated by at least one intermediate atom). After calibration, this force field is shown to reproduce well the relative free energies of ring conformers, anomers, epimers, hydroxymethyl rotamers, and glycosidic linkage conformers. As a result, the 56A_CARBO force field should be suitable for: (i) the characterization of the dynamics of pyranose ring conformational transitions (in simulations on the microsecond timescale); (ii) the investigation of systems where alternative ring conformations become significantly populated; (iii) the investigation of anomerization or epimerization in terms of free-energy differences; and (iv) the design of simulation approaches accelerating the anomerization process along an un-phys. pathway. 漏 2010 Wiley Periodicals, Inc. J Comput Chem, 2011. In the experiment, the researchers used many compounds, for example, 2-Methoxytetrahydro-2H-pyran (cas: 6581-66-4Electric Literature of C6H12O2).

2-Methoxytetrahydro-2H-pyran (cas: 6581-66-4) 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 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 C6H12O2

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

Phenylphosphinic acid-promoted addition of isocyanide to 1-methoxyisochroman derivatives was written by Soeta, Takahiro;Matsuzaki, Syunsuke;Ukaji, Yutaka. And the article was included in Heterocycles in 2018.Formula: C6H12O2 This article mentions the following:

A synthetic method for preparation of isochroman-1-carboxylamides I [R¹ = H, 5-Me, 7-Br, etc.; R² = t-Bu, Ph, Bn, etc.] was developed in good to high yields by addition of isocyanides to 1-methoxyisochroman derivatives in the presence of phosphinic acid. A wide range of 1-methoxyisochroman derivatives and isocyanides were suitable for this Passerini-type reaction. In the experiment, the researchers used many compounds, for example, 2-Methoxytetrahydro-2H-pyran (cas: 6581-66-4Formula: C6H12O2).

2-Methoxytetrahydro-2H-pyran (cas: 6581-66-4) 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 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: C6H12O2

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

A re-optimized GROMOS force field for hexopyranose-based carbohydrates accounting for the relative free energies of ring conformers, anomers, epimers, hydroxymethyl rotamers, and glycosidic linkage conformers was written by Hansen, Halvor S.;Huenenberger, Philippe H.. And the article was included in Journal of Computational Chemistry in 2011.Electric Literature of C6H12O2 This article mentions the following:

This article presents a re-optimization of the GROMOS 53A6 force field for hexopyranose-based carbohydrates (nearly equivalent to 45A4 for pure carbohydrate systems) into a new version 56A_CARBO (nearly equivalent to 53A6 for non-carbohydrate systems). This re-optimization was found necessary to repair a number of short-comings of the 53A6 (45A4) parameter set and to extend the scope of the force field to properties that had not been included previously into the parameterization procedure. The new 56A_CARBO force field is characterized by: (i) the formulation of systematic build-up rules for the automatic generation of force-field topologies over a large class of compounds including (but not restricted to) un-functionalized poly-hexopyranoses with arbritrary connection; (ii) the systematic use of enhanced sampling methods for inclusion of exptl. thermodn. data concerning slow or un-phys. processes into the parameterization procedure; and (iii) an extensive validation against available exptl. data in solution and, to a limited extent, theor. (quantum-mech.) data in the gas phase. At present, the 56A_CARBO force field is restricted to compounds of the elements C, O, and H presenting single bonds only, no oxygen functions other than alc., ether, hemiacetal, or acetal, and no cyclic segments other than six-membered rings (separated by at least one intermediate atom). After calibration, this force field is shown to reproduce well the relative free energies of ring conformers, anomers, epimers, hydroxymethyl rotamers, and glycosidic linkage conformers. As a result, the 56A_CARBO force field should be suitable for: (i) the characterization of the dynamics of pyranose ring conformational transitions (in simulations on the microsecond timescale); (ii) the investigation of systems where alternative ring conformations become significantly populated; (iii) the investigation of anomerization or epimerization in terms of free-energy differences; and (iv) the design of simulation approaches accelerating the anomerization process along an un-phys. pathway. © 2010 Wiley Periodicals, Inc. J Comput Chem, 2011. In the experiment, the researchers used many compounds, for example, 2-Methoxytetrahydro-2H-pyran (cas: 6581-66-4Electric Literature of C6H12O2).

2-Methoxytetrahydro-2H-pyran (cas: 6581-66-4) 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 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 C6H12O2

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

Phenylphosphinic acid-promoted addition of isocyanide to 1-methoxyisochroman derivatives was written by Soeta, Takahiro;Matsuzaki, Syunsuke;Ukaji, Yutaka. And the article was included in Heterocycles in 2018.Formula: C6H12O2 This article mentions the following:

A synthetic method for preparation of isochroman-1-carboxylamides I [R¹ = H, 5-Me, 7-Br, etc.; R² = t-Bu, Ph, Bn, etc.] was developed in good to high yields by addition of isocyanides to 1-methoxyisochroman derivatives in the presence of phosphinic acid. A wide range of 1-methoxyisochroman derivatives and isocyanides were suitable for this Passerini-type reaction. In the experiment, the researchers used many compounds, for example, 2-Methoxytetrahydro-2H-pyran (cas: 6581-66-4Formula: C6H12O2).

2-Methoxytetrahydro-2H-pyran (cas: 6581-66-4) 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 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: C6H12O2

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

Phenylphosphinic acid-promoted addition of isocyanide to 1-methoxyisochroman derivatives was written by Soeta, Takahiro;Matsuzaki, Syunsuke;Ukaji, Yutaka. And the article was included in Heterocycles in 2018.Formula: C6H12O2 This article mentions the following:

A synthetic method for preparation of isochroman-1-carboxylamides I [R¹ = H, 5-Me, 7-Br, etc.; R² = t-Bu, Ph, Bn, etc.] was developed in good to high yields by addition of isocyanides to 1-methoxyisochroman derivatives in the presence of phosphinic acid. A wide range of 1-methoxyisochroman derivatives and isocyanides were suitable for this Passerini-type reaction. In the experiment, the researchers used many compounds, for example, 2-Methoxytetrahydro-2H-pyran (cas: 6581-66-4Formula: C6H12O2).

2-Methoxytetrahydro-2H-pyran (cas: 6581-66-4) 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 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: C6H12O2

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