Tag: M.W=150-200

Naapuri, Janne M. published the artcileArylative Allenol Cyclization via Sequential One-pot Enzyme & Palladium Catalysis, Application In Synthesis of 27943-46-0, the publication is ChemCatChem (2021), 13(2), 763-769, database is CAplus.

The one-pot combination of halogenation biocatalysis and Suzuki-type cross coupling enables the direct arylative cyclization of allenic alcs. with boronic acids. This modular approach to unsaturated five-membered O-heterocycles proceeds in an aqueous emulsion with air as terminal oxidant. Here, the enzymic oxidative activation of simple halide salts acts as traceless ring-closure-inducing event to trigger the subsequent C-C coupling. With the original protocol merging soluble proteins and a homogeneous SPhos-based palladium catalyst as a template, a novel heterogeneous nanobiohybrid was developed. Consisting of an oxidase matrix hosting small spherical palladium nanoparticles, this enzyme-metal hybrid exhibits catalytic competence for both the biocyclization as well as the C-C bond-forming cross coupling, underlining the potential of this new techniques for streamlining chemoenzymic approaches.

ChemCatChem 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, Application In Synthesis of 27943-46-0.

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

Ontoria, Jesus M. published the artcileCombined Peptide and Small-Molecule Approach toward Nonacidic THIQ Inhibitors of the KEAP1/NRF2 Interaction, Product Details of C10H16O2, the publication is ACS Medicinal Chemistry Letters (2020), 11(5), 740-746, database is CAplus and MEDLINE.

The NRF2-ARE pathway is an intrinsic mechanism of defense against oxidative stress. Inhibition of the interaction between NRF2 and its main neg. regulator KEAP1 is an attractive strategy toward neuroprotective agents. We report here the identification of nonacidic tetrahydroisoquinolines (THIQs) that inhibit the KEAP1/NRF2 protein-protein interaction. Peptide SAR at one residue is utilized as a tool to probe structural changes within a specific pocket of the KEAP1 binding site. We used structural information from peptide screening at the P2 pocket, noncovalent small-mols. inhibitors, and the outcome from an explorative SAR at position 5 of THIQs to identify a series of neutral THIQ analogs that bind to KEAP1 in the low micromolar range. These analogs establish new H-bond interactions at the P3 and P2 pockets allowing the replacement of the carboxylic acid functionality by a neutral primary carboxamide. X-ray crystallog. studies reveal the novel binding mode of these mols. to KEAP1.

ACS Medicinal Chemistry 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

Saalfrank, Rolf W. published the artcile1,3-Donor/donor-substituted allenes. VII. Allenecarboxanilides by transannulation or [2.3]/[3.3]-sigmatropic rearrangements – building blocks with versatile intra- and intermolecular synthetic potential, Related Products of tetrahydropyran, the publication is Chemische Berichte (1993), 126(3), 823-35, database is CAplus.

The reaction of 1,3-bis(alkylarylamino)-1,3-diethoxyallenes with disubstituted malonyl chlorides leads to N,N’-dialkyl-N,N’-diarylallene-1,1-dicarboxamides and 2H-pyran-2,4(3H)-diones, with a transallenation reaction being favored in the case of EtO(MePhN)C:C:C(NPhMe)OEt. Thermal tandem cyclization of (MePhNCO)₂C:C:C(C₆H₄CMe₃-4)₂ via 2-quinolone affords phenanthridone I. Thermally induced cyclization of the pyrandiones leads to 4-quinolones. 4-RC₆H₄SO₂CMe₂CCCONPh₂ (R = H, Me), on heating undergoes a [2,3]-sigmatropic rearrangement to 4-RC₆H₄SO₂C(CONPh₂):C:CMe₂. Reaction of HOCR¹₂CCCONPh₂ [II, R¹ = Me; R¹₂ = (CH₂)₅] with sulfenyl chlorides or chlorophosphines, followed by [2,3]-sigmatropic shift, affords N-phenyl-1-sulfinyl- and N-phenyl-1-phosphorylallene-1-carboxanilides, resp. Alkynyl ketene acetal intermediates are formed from II and orthoesters. Spontaneous [3,3]-sigmatropic rearrangement then gives N-phenylallene-1-carboxanilides. Intramol. Diels-Alder reaction of the allenecarboxanilides gives [2.2.2]bicycles.

Chemische Berichte 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

Salomon, Robert G. published the artcileTotal synthesis of spatol and other spatane diterpenes, Name: 2-((2-Methylbut-3-yn-2-yl)oxy)tetrahydro-2H-pyran, the publication is Journal of the American Chemical Society (1991), 113(8), 3096-106, database is CAplus.

Total syntheses of three spatane diterpenes stoechospermol (I; R = CH₂CH₂CH:CMe₂ R¹ = H), 5(R),15(R),18-trihydroxyspata-13,16(E)-diene (I; R = R², R¹ = H) and (+)-spatol (I; R = R³, R¹ = H) were accomplished from a common intermediate, diol I (R = CH₂OH, R¹ = H). The total synthesis established as R the absolute configuration at the 15-position in I (R = R², R¹ = H). Novel stereospecific transformations of 2,3-epoxy-1,4-diols into vicinal diepoxides were demonstrated and exploited for assembling the sensitive allylic diepoxide in the side chain of spatol. This new synthetic model allows the conversion of both 1,2-threo-2,3-trans– and 1,2-erythro-2,3-trans-2,3-epoxy-1,4-diols into vicinal 1,2-cis-2,3-erythro-1,3-diepoxides. Unexpected stability toward hydroxide anion was found for the allylic diepoxide functional array. This observation provides presumptive evidence that acid catalysis is operative in the epoxide cleaving substitution reaction of spatol by the weakly nucleophilic chloride anion that gives chlorohydrin I (R = R⁴, R¹ = COC₆H₄Br-p). A proclivity for erythro-selective epoxidation of allylic silyl ethers was found. The utility of C-silyl substituents for reversing this stereoselectivity, i.e., favoring threo-selective epoxidation of allylic silyl ethers, was established.

Journal of the American Chemical Society 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, Name: 2-((2-Methylbut-3-yn-2-yl)oxy)tetrahydro-2H-pyran.

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

Baraldi, P. G. published the artcileSynthetic studies towards forskolin, HPLC of Formula: 27943-46-0, the publication is Tetrahedron (1989), 45(5), 1517-32, database is CAplus.

Model tricyclic system I incorporating the complete array of oxygenated functions of the AB portion of forskolin was synthesized. The highly substituted decalin unit of the natural target was in turn assembled in a convenient way utilizing an intramol. nitrile oxide cycloaddition reaction as key step. The structures of intermediates II–IV were determined from x-ray data.

Tetrahedron 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

Volla, Chandra M. R. published the artcilePalladium-Catalyzed Oxidative Domino Carbocyclization-Arylation of Bisallenes, Recommanded Product: 2-((2-Methylbut-3-yn-2-yl)oxy)tetrahydro-2H-pyran, the publication is ACS Catalysis (2016), 6(10), 6398-6402, database is CAplus and MEDLINE.

Herein we report a highly efficient and site-selective palladium-catalyzed oxidative carbocyclization-arylation reaction of bisallenes and arylboronic acids under operationally simple conditions for the selective synthesis of cyclohexadiene derivatives The palladium source and the solvent proved to be crucial for the selectivity and the reactivity displayed. Interestingly, in the absence of the nucleophile, an oxidative carbocyclization-β-elimination pathway predominates. The reaction conditions are compatible with a wide range of functional groups, and the reaction exhibits broad substrate scope. Furthermore, key information regarding the mechanism was obtained using control experiments and kinetic studies.

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 C15H14Cl2S2, 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

Cordier, Pierre published the artcileSilver and Bronsted Acid Catalyzed Nazarov-Type Cyclizations To Generate Benzofulvenes, Computed Properties of 27943-46-0, the publication is Angewandte Chemie, International Edition (2009), 48(46), 8757-8760, S8757/1-S8757/34, database is CAplus and MEDLINE.

A general method for the preparation of benzofulvenes from diaryl α-hydroxyallenes is reported. For monosubstituted allenes ZnCl₂ was the best catalysts, whereas for di- and tetrasubstituted allenes AgOTf, TfOH, and H₃PMo₁₂O₄₀ gave better results. When two Ph groups were present, the regioselectivity could be controlled by ortho substituents. The thienyl group proved to be more reactive than Ph groups.

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 C10H16O2, Computed Properties of 27943-46-0.

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

Huo, Jianqiang published the artcileFacile synthesis and platinum complexes of 4′,5,5”-trisubstituted-2,2′:6′,2”-terpyridines, SDS of cas: 27943-46-0, the publication is Dalton Transactions (2011), 40(29), 7534-7540, database is CAplus and MEDLINE.

The synthesis of trisubstituted 4′,5,5” terpyridines is described. The strategy begins with synthesis of 2-acetyl-5-bromopyridine (3) from 2,5-dibromopyridine, substitution of the bromine in 3 using a variety of metal-catalyzed reactions and then formation of the terpyridine using the Krohnke reaction. The complexes were prepared by reaction of [Pt(PhCN)₂Cl₂] with the appropriate Ag salt followed by addition of the terpyridyl ligand. The crystal structure of two complexes were determined via x-ray diffraction and the MLCT (metal-to-ligand charge-transfer) emissions determined by UV/visible spectroscopy.

Dalton Transactions 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, SDS of cas: 27943-46-0.

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