Category: tetrahydropyran

Ismailov, Ismail E. published the artcileBifunctionalized allenes. Part XIII. A convenient and efficient method for regioselective synthesis of phosphorylated α-hydroxyallenes with protected and unprotected hydroxy group, HPLC of Formula: 27943-46-0, the publication is Molecules (2014), 19(5), 6309-6329, 21 pp., database is CAplus and MEDLINE.

The paper describes a convenient and efficient method for regioselective synthesis of phosphorylated α-hydroxyallenes using an atom economical [2,3]-sigmatropic rearrangement of intermediate propargyl phosphites or phosphinites. These can be readily prepared via reaction of protected alkynols with di-Me chlorophosphite or chlorodiphenyl phosphine resp. in the presence of a base.

Molecules 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

Sogo, Hideyuki published the artcileRhenium(I)-Catalyzed Generation of α,β-Unsaturated Carbene Complex Intermediates from Propargyl Ethers for the Preparation of Cycloheptadiene Derivatives, Computed Properties of 27943-46-0, the publication is Angewandte Chemie, International Edition (2016), 55(34), 10057-10060, database is CAplus and MEDLINE.

The rhenium(I)-catalyzed generation of α,β-unsaturated carbene complex intermediates from easily available propargyl ethers was achieved for the concise construction of cycloheptadiene derivatives through the formal [4+3] cycloaddition reaction with siloxydienes.

Angewandte Chemie, International Edition 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 C12H15NO, Computed Properties of 27943-46-0.

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

Phillips, Catherine published the artcileUseful route to 1,6-dioxaspiro[4.4]nonane and 1,6-dioxaspiro[4.5]decane derivatives, Related Products of tetrahydropyran, the publication is Journal of Organic Chemistry (1980), 45(10), 1920-4, database is CAplus.

A wide variety of 1,6-dioxaspiro[4.4]nonanes, e.g. I, and 1,6-dioxaspiro[4.5]decanes, e.g. II, including certain insect pheromones, can be conveniently prepared by reaction of the Li salts of protected alkynols with equimolar amounts of lactones followed by hydrogenation and acid-catalyzed deprotection and cyclization. Alkynols are satisfactorily protected either as their tetrahydropyranol or as their 1-ethoxyethyl ethers; intermediates need not be isolated. Yields are variable, but products are readily obtainable in high purity regardless of yield.

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, Related Products of tetrahydropyran.

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

Kim, Eun-Hye published the artcileExposure to phthalates and bisphenol A are associated with atopic dermatitis symptoms in children: a time-series analysis, Recommanded Product: (2S,3S,4S,5R,6S)-3,4,5-Trihydroxy-6-(4-(2-(4-hydroxyphenyl)propan-2-yl)phenoxy)tetrahydro-2H-pyran-2-carboxylic acid, the publication is Environmental Health (London, United Kingdom) (2017), 24/1-24/8, database is CAplus and MEDLINE.

Background: Despite increasing evidence on the relationship between exposure to phthalates and bisphenol A with allergies and asthma, reports on atopic dermatitis (AD) with these chems. are few. We assessed the association between AD symptoms and the exposure to phthalates and bisphenol A and in children. Methods: We surveyed 18 boys with AD (age 3-7 years) in a day care center in Seoul between May 2009 and Apr. 2010. AD symptoms were recorded by using a daily symptom diary. We collected 460 series of pooled urine twice a day, in the morning and afternoon, over 230 working days and measured the concentrations of mono-2-ethyl-5-oxohexyl phthalate (5-oxo-MEHP), mono-2-ethyl-5-hydroxyhexyl phthalate (5-OH-MEHP), mono-iso-Bu phthalate (MnBP) and bisphenol A glucuronide (BPAG) in the pooled urine. Logistic regression was used for statistical anal. Results: Most phthalate metabolite levels were higher in the morning than in the afternoon (p<0.0001). There was seasonal variation in the levels of phthalates and bisphenol A metabolites. Levels of 5-OH-MEHP, MnBP, and BPAG were highest in summer (p<0.0001). Manifestation of AD symptoms was associated with an increase in urinary levels of MnBP (adjusted odds ratio, aOR = 2.85, 95% CI: 1.12-7.26 per 1μg/L of MnBP) and BPAG (aOR = 1.79, 95% CI: 0.91-3.52 per 1μg/L BPAG) on the same day. The levels of MnBP and BPAG in the previous day increased AD symptoms (aOR = 2.74, 95% CI: 1.21-6.20, for 1μg/L of MnBP and aOR = 2.01, 95% CI: 1.08-3.74 for 1μg/L BPAG). Conclusion: Our results suggest that exposure to phthalates and bisphenol A is associated with aggravation of AD symptoms in children.

Environmental Health (London, United Kingdom) 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 C21H24O8, Recommanded Product: (2S,3S,4S,5R,6S)-3,4,5-Trihydroxy-6-(4-(2-(4-hydroxyphenyl)propan-2-yl)phenoxy)tetrahydro-2H-pyran-2-carboxylic acid.

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

Murakami, Masahiro published the artcileMolybdenum-Catalyzed Ring-Closing Metathesis of Allenynes, Product Details of C10H16O2, the publication is Organic Letters (2005), 7(18), 3953-3956, database is CAplus and MEDLINE.

A ring-closing metathesis reaction of allenynes I [X = 4-MeC₆H₄SO₂N; PhCH₂N, (MeO₂C)₂C, (EtO₂C)₂C; R¹ = H, Me; R² = Me, Me₂CH; R³ = H, Me, Et, Ph; R²R³ = (CH₂)₅] occurred at room temperature in the presence of a molybdenum alkylidene complex to give ring-closed vinylallenes II. The vinylallene skeletons were constructed by a metathesis-type reaction between the alkyne moiety and the proximal carbon-carbon double bond of the allene moiety.

Organic Letters 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, Product Details of C10H16O2.

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

Kulandai Raj, Antony Sekar published the artcileGold-Catalyzed N,O-Functionalizations of 6-Allenyl-1-ynes with N-Hydroxyanilines To Construct Benzo[b]-azepin-4-one Cores, Related Products of tetrahydropyran, the publication is Organic Letters (2017), 19(19), 5340-5343, database is CAplus and MEDLINE.

Gold-catalyzed reactions of 6-allen-1-ynes with N-hydroxyanilines afford thermally stable benzoazepin-4-ones in anti-selectivity; these anti-configured products are easily isomerized to their syn-isomers on a silica column. The mechanism of reactions likely involve initial nitrone/allene cycloadditions, followed by skeletal rearrangement of resulting intermediates.

Organic Letters 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, Related Products of tetrahydropyran.

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

Boutier, Audrey published the artcilePd-Catalyzed Asymmetric Synthesis of N-Allenyl Amides and Their Au-Catalyzed Cycloisomerizative Hydroalkylation: A New Route Toward Enantioenriched Pyrrolidones, HPLC of Formula: 27943-46-0, the publication is Chemistry – A European Journal (2012), 18(13), 3840-3844, S3840/1-S3840/66, database is CAplus and MEDLINE.

Au-catalyzed cycloisomerizative hydroalkylation of N-allenyl amides affords regioselectively 4-vinyl-γ-lactams. This transformation is stereospecific and takes place with total axis-to-center chirality transfer. The required enantioenriched N-allenyl amide is successfully obtained from Pd-catalyzed dynamic kinetic asym. allenylic amination. Overall this process is as follows: N-benzyl-2,2,2-trifluoroacetamide + (±)-n-pentyl-CH:C:CHCH₂OAc → I (R = COCF₃ e.r. 82:18) → I (R = COCH₂COMe) → II (e.r. 81:19).

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, HPLC of Formula: 27943-46-0.

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

Qiu, Youai published the artcileStudies on [PtCl₂]- or [AuCl]-Catalyzed Cyclization of 1-(Indol-2-yl)-2,3-Allenols: The Effects of Water/Steric Hindrance and 1,2-Migration Selectivity, Recommanded Product: 2-((2-Methylbut-3-yn-2-yl)oxy)tetrahydro-2H-pyran, the publication is Chemistry – A European Journal (2014), 20(33), 10314-10322, database is CAplus and MEDLINE.

The [PtCl₂]- or [AuCl]-catalyzed reaction of 1-(indol-2-yl)-2,3-allenols occurred smoothly at room temperature to afford a series of poly-substituted carbazoles efficiently. Compared with the [PtCl₂]-catalyzed process, the [AuCl]-catalyzed reaction represents a significant advance in terms of the scope and the selectivity. Selective 1,2-alkyl or aryl migration of the gold carbene intermediate was observed: compared with the Me group, the iso-Pr, cyclopropyl, cyclobutyl, and cyclohexyl groups migrate exclusively; the cyclopropyl group shifts selectively over the Et group; the 1,2-migration of a non-Me linear alkyl is faster than Me group; the Ph group migrates exclusively over Me or Et group. DFT calculations show that water makes the elimination of H₂O facile requiring a much lower energy and validates the migratory preferences of different alkyl or Ph groups observed

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

Oldenburg, Julia published the artcileDifferent bisphenols induce non-monotonous changes in miRNA expression and LINE-1 methylation in two cell lines, Product Details of C21H24O8, the publication is Environmental Epigenetics (2021), 7(1), dvab011, database is CAplus and MEDLINE.

A 4,4′-Isopropylidenediphenol (bisphenol A, BPA), a chem. substance that is widely used mainly as a monomer in the production of polycarbonates, in epoxy resins, and in thermal papers, is suspected to cause epigenetic modifications with potentially toxic consequences. Due to its neg. health effects, BPA is banned in several products and is replaced by other bisphenols such as bisphenol S and bisphenol F. The present study examined the effects of BPA, bisphenol S, bisphenol F, p,p”-oxybisphenol, and the BPA metabolite BPA β-d-glucuronide on the expression of a set of microRNAs (miRNAs) as well as long interspersed nuclear element-1 methylation in human lung fibroblast and Caco-2 cells. The results demonstrated a significant modulation of the expression of different miRNAs in both cell lines including miR-24, miR-155, miR-21, and miR-146a, known for their regulatory functions of cell cycle, metabolism, and inflammation. At concentrations between 0.001 and 10μg/mL, especially the data of miR-155 and miR-24 displayed non-monotonous and often significant dose-response curves that were U- or bell-shaped for different substances. Addnl., BPA β-d-glucuronide also exerted significant changes in the miRNA expression. miRNA prediction anal. indicated effects on multiple mol. pathways with relevance for toxicity. Besides, long interspersed nuclear element-1 methylation, a marker for the global DNA methylation status, was significantly modulated by two concentrations of BPA and p,p’-oxybisphenol. This pilot study suggests that various bisphenols, including BPA β-d-glucuronide, affect epigenetic mechanisms, especially miRNAs. These results should stimulate extended toxicol. studies of multiple bisphenols and a potential use of miRNAs as markers.

Environmental Epigenetics 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 C21H24O8, Product Details of C21H24O8.

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

Noureddin, M. Imadeddin published the artcileAbsorption and metabolism of bisphenol A, a possible endocrine disruptor, in the aquatic edible plant, water convolvulus (Ipomoea aquatica), Synthetic Route of 267244-08-6, the publication is Bioscience, Biotechnology, and Biochemistry (2004), 68(6), 1398-1402, database is CAplus and MEDLINE.

Water convolvulus, a vegetable, absorbed bisphenol A (BPA), an endocrine disruptor, from the medium. One week later, no BPA could be detected in the plant, indicating that BPA had been metabolized in the plant. BPA monoglucoside was detected as the BPA base at ∼10% in the roots, some in the stems, but none in the leaves. ²H-NMR analyses of MeOH extracts and hydrolyzates of the plant treated with BPA-d₁₆ showed the presence of metabolites (∼7% and 26%, resp., as BPA equivalent) other than the glucoside. Over 50% of BPA might be polymerized and/or tightly bound in the plant residues.

Bioscience, Biotechnology, and Biochemistry 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 C21H24O8, Synthetic Route of 267244-08-6.

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