Category: tetrahydropyran

Doutheau, Alain published the artcileSynthesis of α-functionalized allenes, Recommanded Product: 2-((2-Methylbut-3-yn-2-yl)oxy)tetrahydro-2H-pyran, the publication is Synthetic Communications (1982), 12(7), 557-63, database is CAplus.

Propargylic compounds HCCCR₂X (R = H, Me; X = tetrahydropyranyloxy, OH, NH₂) were converted to the resp. allenes Me₂C:C:CHCR₂X in two steps. Thus, HCCCH₂OH was treated with BuLi and Me₂C(NO₂)₂, and the Me₂C(NO₂)CCCH₂OH obtained was treated with LiAlH₄ in THF to give Me₂C:C:CHCH₂OH.

Synthetic Communications published new progress about 27943-46-0. 27943-46-0 belongs to tetrahydropyran, auxiliary class Tetrahydropyran,Alkynyl,Ether, name is 2-((2-Methylbut-3-yn-2-yl)oxy)tetrahydro-2H-pyran, and the molecular formula is C10H16O2, Recommanded Product: 2-((2-Methylbut-3-yn-2-yl)oxy)tetrahydro-2H-pyran.

Referemce:
https://en.wikipedia.org/wiki/Tetrahydropyran,
Tetrahydropyran – an overview | ScienceDirect Topics

Ito, Chihiro published the artcileTwo flavanones from Citrus species, Category: tetrahydropyran, the publication is Phytochemistry (1989), 28(12), 3562-4, database is CAplus.

The new flavanones, hiravanone (I) and yukovanol (II) were isolated from root extracts of some Citrus species and their structures were determined by spectrometric and synthetic methods.

Phytochemistry published new progress about 69097-99-0. 69097-99-0 belongs to tetrahydropyran, auxiliary class Other Aliphatic Heterocyclic,Benzene,Phenol,Ether,Inhibitor, name is 5,7-Dihydroxy-2-(3-hydroxy-4-methoxyphenyl)chroman-4-one, and the molecular formula is C16H14O6, Category: tetrahydropyran.

Referemce:
https://en.wikipedia.org/wiki/Tetrahydropyran,
Tetrahydropyran – an overview | ScienceDirect Topics

Khlebnikov, Andrei I. published the artcileImproved quantitative structure-activity relationship models to predict antioxidant activity of flavonoids in chemical, enzymatic, and cellular systems, HPLC of Formula: 69097-99-0, the publication is Bioorganic & Medicinal Chemistry (2007), 15(4), 1749-1770, database is CAplus and MEDLINE.

Quant. structure-activity relationship (QSAR) models are useful in understanding how chem. structure relates to the biol. activity of natural and synthetic chems. and for design of newer and better therapeutics. In the present study, 46 flavonoids and related polyphenols were evaluated for direct/indirect antioxidant activity in three different assay systems of increasing complexity (chem., enzymic, and intact phagocytes). Based on these data, two different QSAR models were developed using (i) physicochem. and structural (PC&S) descriptors to generate multiparameter partial least squares (PLS) regression equations derived from optimized mol. structures of the tested compounds and (ii) a partial 3D comparison of the 46 compounds with local fingerprints obtained from fragments of the mols. by the frontal polygon (FP) method. We obtained much higher QSAR correlation coefficients (r) for flavonoid end-point antioxidant activity in all three assay systems using the FP method (0.966, 0.948, and 0.965 for datasets evaluated in the biochem., enzymic, and whole cell assay systems, resp.). Furthermore, high leave-one-out cross-validation coefficients (q ²) of 0.907, 0.821, and 0.897 for these datasets, resp., indicated enhanced predictive ability and robustness of the model. Using the FP method, structural fragments (submols.) responsible for the end-point antioxidant activity in the three assay systems were also identified. To our knowledge, this is the first QSAR model derived for description of flavonoid direct/indirect antioxidant effects in a cellular system, and this model could form the basis for further drug development of flavonoid-like antioxidant compounds with therapeutic potential.

Bioorganic & Medicinal Chemistry published new progress about 69097-99-0. 69097-99-0 belongs to tetrahydropyran, auxiliary class Other Aliphatic Heterocyclic,Benzene,Phenol,Ether,Inhibitor, name is 5,7-Dihydroxy-2-(3-hydroxy-4-methoxyphenyl)chroman-4-one, and the molecular formula is C16H14O6, HPLC of Formula: 69097-99-0.

Referemce:
https://en.wikipedia.org/wiki/Tetrahydropyran,
Tetrahydropyran – an overview | ScienceDirect Topics

Sharma, Raju Prasad published the artcileThe development of a pregnancy PBPK Model for Bisphenol A and its evaluation with the available biomonitoring data, HPLC of Formula: 267244-08-6, the publication is Science of the Total Environment (2018), 55-68, database is CAplus and MEDLINE.

Recent studies suggest universal fetal exposure to Bisphenol A (BPA) and its association with the adverse birth outcomes. Estimation of the fetal plasma BPA concentration from the maternal plasma BPA would be highly useful to predict its associated risk to this specific population. The objective of current work is to develop a pregnancy-physiol. based pharmacokinetic (P-PBPK) model to predict the toxicokinetic profile of BPA in the fetus during gestational growth, and to evaluate the developed model using biomonitoring data obtained from different pregnancy cohort studies. To achieve this objective, first, the adult PBPK model was developed and validated with the human BPA toxicokinetic data. This validated human PBPK model was extended to develop a P-PBPK model, which included the physiol. changes during pregnancy and the fetus sub-model. The developed model would be able to predict the BPA pharmacokinetics (PKs) in both mother and fetus. Transplacental BPA kinetics parameters for this study were taken from the previous pregnant mice study. Both oral and dermal exposure routes were included into the model to simulate total BPA internal exposure. The impact of conjugation and deconjugation of the BPA and its metabolites on fetal PKs was investigated. The developed P-PBPK model was evaluated against the observed BPA concentrations in cord blood, fetus liver and amniotic fluid considering maternal blood concentration as an exposure source. A range of maternal exposure dose for the oral and dermal routes was estimated, so that simulation concentration matched the observed highest and lowest mother plasma concentration in different cohorts’ studies. The developed model could be used to address the concerns regarding possible adverse health effects in the fetus being exposed to BPA and might be useful in identifying critical windows of exposure during pregnancy.

Science of the Total Environment published new progress about 267244-08-6. 267244-08-6 belongs to tetrahydropyran, auxiliary class Tetrahydropyran,Chiral,Carboxylic acid,Benzene,Phenol,Alcohol,Ether,, name is (2S,3S,4S,5R,6S)-3,4,5-Trihydroxy-6-(4-(2-(4-hydroxyphenyl)propan-2-yl)phenoxy)tetrahydro-2H-pyran-2-carboxylic acid, and the molecular formula is C9H4F6O, HPLC of Formula: 267244-08-6.

Referemce:
https://en.wikipedia.org/wiki/Tetrahydropyran,
Tetrahydropyran – an overview | ScienceDirect Topics

Pimkov, Igor V. published the artcileDesigning the Molybdopterin Core through Regioselective Coupling of Building Blocks, Recommanded Product: 2-((2-Methylbut-3-yn-2-yl)oxy)tetrahydro-2H-pyran, the publication is Chemistry – A European Journal (2015), 21(47), 17057-17072, database is CAplus and MEDLINE.

2-Amino-5,6,7,8-tetrahydro-6-[3-hydroxy-1,2-dimercapto-4-(phosphonooxy)-1-buten-1-yl]-4(3H)-pteridinone (i.e. molybdopterin) is an essential cofactor for all forms of life. The cofactor is composed of a pterin moiety appended to a dithiolene-functionalized pyran ring, and through the dithiolene moiety it binds metal ions. Different synthetic strategies for dithiolene-functionalized pyran precursors that have been designed and synthesized are discussed. These precursors also harbor 1,2-diketone or osone (i.e., monosaccharide, osulose) functionality that has been condensed with 1,2-diaminobenzene or other heterocycles resulting in several quinoxaline or pterin derivatives Use of additives improves the regioselectivity of the complexes. The mols. have been characterized by ¹H and ¹³C NMR and IR spectroscopies, as well as by mass spectrometry. In addition, several compounds have been crystallog. characterized. The geometries of the synthesized mols. are more planar than the geometry of the cofactor found in proteins. The synthesis of the target compounds was achieved using 4,4-dimethyl-2-thioxo-4H-1,3-dithiolo[4,5-c]pyran-6,7-dione, 4,4-dimethyl-4H-1,3-dithiolo[4,5-c]pyran-2,6,7-trione as key intermediates. The title compounds thus formed included 4,4-dimethyl-4H-1,3-dithiolo[4,5]pyrano[2,3-b]quinoxaline-2-thione,.

Chemistry – A European Journal published new progress about 27943-46-0. 27943-46-0 belongs to tetrahydropyran, auxiliary class Tetrahydropyran,Alkynyl,Ether, name is 2-((2-Methylbut-3-yn-2-yl)oxy)tetrahydro-2H-pyran, and the molecular formula is C10H16O2, Recommanded Product: 2-((2-Methylbut-3-yn-2-yl)oxy)tetrahydro-2H-pyran.

Referemce:
https://en.wikipedia.org/wiki/Tetrahydropyran,
Tetrahydropyran – an overview | ScienceDirect Topics

Le Pham, Ngoc Son published the artcileOxidative Dehydrosulfurative Cross-Coupling of 3,4-Dihydropyrimidine-2-thiones with Alkynes for Access to 2-Alkynylpyrimidines, HPLC of Formula: 27943-46-0, the publication is Journal of Organic Chemistry (2020), 85(7), 5087-5096, database is CAplus and MEDLINE.

Dihydropyrimidinethiones such as I [R = t-Bu, Me(CH₂)_n, i-PrCH₂CH₂, PhCH₂CH₂, c-C₆H₁₁CH₂, cyclopentyl, cyclohexyl, PhCH₂O(CH₂)₃, THPOCMe₂, Ph, 4-MeC₆H₄, 4-MeOC₆H₄, 1-naphthyl; n = 5, 7; THP = tetrahydro-2-pyranyl] underwent desulfurative Sonogashira coupling and oxidative aromatization reactions with terminal alkynes RCCH in the presence of Pd(OAc)₂, 1,3-bis(diphenylphosphino)propane (dppp), copper(I) 2-thiophenecarboxylate (CuTC), and Cs₂CO₃ in 4:1 toluene:MeCN to yield alkynylpyrimidines such as II [R = t-Bu, Me(CH₂)_n, i-PrCH₂CH₂, PhCH₂CH₂, c-C₆H₁₁CH₂, cyclopentyl, cyclohexyl, PhCH₂O(CH₂)₃, THPOCMe₂, Ph, 4-MeC₆H₄, 4-MeOC₆H₄, 1-naphthyl; n = 5, 7].

Journal of Organic Chemistry published new progress about 27943-46-0. 27943-46-0 belongs to tetrahydropyran, auxiliary class Tetrahydropyran,Alkynyl,Ether, name is 2-((2-Methylbut-3-yn-2-yl)oxy)tetrahydro-2H-pyran, and the molecular formula is C10H16O2, HPLC of Formula: 27943-46-0.

Referemce:
https://en.wikipedia.org/wiki/Tetrahydropyran,
Tetrahydropyran – an overview | ScienceDirect Topics

Martins, Francisco A. published the artcileConformational impact of structural modifications in 2-fluorocyclohexanone, Related Products of tetrahydropyran, the publication is Beilstein Journal of Organic Chemistry (2017), 1781-1787, database is CAplus and MEDLINE.

2-Haloketones are building blocks that combine phys., chem. and biol. features of materials and bioactive compounds, while organic fluorine plays a fundamental role in the design of performance organic mols. Since these features are dependent on the three-dimensional chem. structure of a mol., simple structural modifications can affect its conformational stability and, consequently, the corresponding physicochem./biol. property of interest. In this work, structural changes in 2-fluorocyclohexanone were theor. studied with the aim at finding intramol. interactions that induce the conformational equilibrium towards the axial or equatorial conformer. The interactions evaluated were hydrogen bonding, hyperconjugation, electrostatic and steric effects. While the gauche effect, originated from hyperconjugative interactions, does not appear to cause some preferences for the axial conformation of organofluorine heterocycles, more classical effects indeed rule the conformational equilibrium of the compounds Spectroscopic parameters (NMR chem. shifts and coupling constants), which can be useful to determine the stereochem. and the interactions operating in the series of 2-fluorocyclohexanone derivatives, were also calculated

Beilstein Journal of Organic Chemistry published new progress about 624734-19-6. 624734-19-6 belongs to tetrahydropyran, auxiliary class Tetrahydropyran,Fluoride,Ketone, name is 3-Fluorodihydro-2H-pyran-4(3H)-one, and the molecular formula is C5H7FO2, Related Products of tetrahydropyran.

Referemce:
https://en.wikipedia.org/wiki/Tetrahydropyran,
Tetrahydropyran – an overview | ScienceDirect Topics

Christian, Alec H. published the artcileUncovering Subtle Ligand Effects of Phosphines Using Gold(I) Catalysis, Recommanded Product: 2-((2-Methylbut-3-yn-2-yl)oxy)tetrahydro-2H-pyran, the publication is ACS Catalysis (2017), 7(6), 3973-3978, database is CAplus and MEDLINE.

Herein, we report the integration of simple linear regressions with gold(I) catalysis to interrogate the influence of phosphine structure on metal-catalyzed organic transformations. We demonstrate that observed product ratios in [4 + 3]/[4 + 2] cycloisomerization processes are influenced by both steric and electronic properties of the phosphine, which can be represented by the Au-Cl distance. In contrast, the observed selectivity of a similar [2 + 3]/[2 + 2] cycloisomerization is governed by L/B1, a steric parameter. Using this correlation, we were able to accurately predict the selectivity of a previously untested, Buchwald-type ligand to enhance selectivity for the same transformation. This ligand found further utility in increasing the selectivity of a previously reported gold-catalyzed cycloisomerization/arylation of 1,6-enynes by ∼1 kcal/mol.

ACS Catalysis published new progress about 27943-46-0. 27943-46-0 belongs to tetrahydropyran, auxiliary class Tetrahydropyran,Alkynyl,Ether, name is 2-((2-Methylbut-3-yn-2-yl)oxy)tetrahydro-2H-pyran, and the molecular formula is C10H16O2, Recommanded Product: 2-((2-Methylbut-3-yn-2-yl)oxy)tetrahydro-2H-pyran.

Referemce:
https://en.wikipedia.org/wiki/Tetrahydropyran,
Tetrahydropyran – an overview | ScienceDirect Topics

Mori, Akihisa published the artcileCytotoxicity of plant flavonoids against HeLa cells, Recommanded Product: 5,7-Dihydroxy-2-(3-hydroxy-4-methoxyphenyl)chroman-4-one, the publication is Phytochemistry (1988), 27(4), 1017-20, database is CAplus.

(-)-Epigallocatechin and 28 other plant flavonoids were tested for cytotoxic activity against HeLa cells. Flavones and flavanones were active and several compounds with planar and non-planar ring systems showed high cytotoxic activities. Although no clear structure-activity relationship was deduced, hydroxyl groups on the A- and B-ring affected the cytotoxic potency pos. or neg., depending on the position of substitution. The uptake of thymidine was predominantly inhibited by myricetin, whereas the uptake of uridine was inhibited by (-)-epigallocatechin; the uptake of both thymidine and uridine were inhibited by 7,8-dihydroxyflavone.

Phytochemistry published new progress about 69097-99-0. 69097-99-0 belongs to tetrahydropyran, auxiliary class Other Aliphatic Heterocyclic,Benzene,Phenol,Ether,Inhibitor, name is 5,7-Dihydroxy-2-(3-hydroxy-4-methoxyphenyl)chroman-4-one, and the molecular formula is C16H14O6, Recommanded Product: 5,7-Dihydroxy-2-(3-hydroxy-4-methoxyphenyl)chroman-4-one.

Referemce:
https://en.wikipedia.org/wiki/Tetrahydropyran,
Tetrahydropyran – an overview | ScienceDirect Topics

Van Snick, Wim published the artcileA facile synthetic route towards substituted thieno[3,2-e]indoles, Recommanded Product: 2-((2-Methylbut-3-yn-2-yl)oxy)tetrahydro-2H-pyran, the publication is Synthesis (2009), 767-774, database is CAplus.

A number of substituted thieno[3,2-e]indoles were prepared in high yields via a Bu₄NF-mediated cyclization of 5-acetamido-4-ethynylbenzothiophenes, which, in turn, are easily accessible from the corresponding 4-iodobenzothiophenes. This method presents a viable alternative to the traditionally used Fischer indolization procedures.

Synthesis published new progress about 27943-46-0. 27943-46-0 belongs to tetrahydropyran, auxiliary class Tetrahydropyran,Alkynyl,Ether, name is 2-((2-Methylbut-3-yn-2-yl)oxy)tetrahydro-2H-pyran, and the molecular formula is C18H15N3O3, Recommanded Product: 2-((2-Methylbut-3-yn-2-yl)oxy)tetrahydro-2H-pyran.

Referemce:
https://en.wikipedia.org/wiki/Tetrahydropyran,
Tetrahydropyran – an overview | ScienceDirect Topics