Tag: M.W=150-200

Karlsen, Steinar published the artcileNew syntheses of the bark beetle pheromones 2-methyl-6-methylene-7-octen-4-ol (ipsenol) and 2-methyl-6-methylene-2,7-octadien-4-ol (ipsdienol), Computed Properties of 27943-46-0, the publication is Acta Chemica Scandinavica, Series B: Organic Chemistry and Biochemistry (1976), B30(7), 664-8, database is CAplus.

H2C:CHC(:CH2)CH2CHO, obtained by thermal [3,3] sigmatropic rearrangement of CH2:C:CHCH2OCH:CH2, was treated with Me2CHCH2MgBr or Me2C:CHMgBr to give the Ips pheromone CH2:CHC(:CH2)CH2CH(OH)CHCHMe2 (ipsenol) or CH2:CHC(:CH2)CH2CH(OH):CMe2 (ipsdienol), resp.

Acta Chemica Scandinavica, Series B: Organic Chemistry and Biochemistry 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

Barton, Derek H. R. published the artcileSynthesis of the insect molting hormone, ecdysone, and related compounds, Product Details of C10H16O2, the publication is Journal of the Chemical Society [Section] C: Organic (1970), 1584-91, database is CAplus and MEDLINE.

A relatively short synthesis of the insect molting hormone, ecdysone, and of its C-22 isomer is described, starting from ergosterol. A key step is the direct transformation of the 3α,5α-cycloergosta-7,22-dien-6-one into the 14α- and 14β-ergosta-2,7,22-trien-6-ones. Selective cis-hydroxylation of the 2-enes, followed by enol acetylation and oxidation with perphthalic acid afforded the 5α-ecdysone nucleus. Ozonolysis of the C-22 double bond gave (20S)-2β,3β-diacetoxy-20-formyl-14α-hydroxy-5α-pregn-7-en-6-one, to which the ecdysone side chain was attached in a known manner.

Journal of the Chemical Society [Section] C: Organic 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

Thomas, Emmanuel published the artcileSynthesis and preliminary biological evaluation of new antiproliferative aromatic analogues of 1α,25-dihydroxyvitamin D3, Related Products of tetrahydropyran, the publication is European Journal of Medicinal Chemistry (2014), 381-393, database is CAplus and MEDLINE.

In an effort to develop novel vitamin D3 analogs, a series of aromatic compounds was synthesized, using efficient Negishi cross coupling between alkenylzinc reagents of the C,D-ring moiety of vitamin D3, and various substituted aromatic halides as A-ring mimics. The study aimed at exploring the influence of the replacement of the original vitamin D3 diene by a styrene unit on the biol. activities. Potency in the induction of the differentiation of HL-60 cells for the lead compound I was 12 fold less important than calcitriol correlating with a weaker binding affinity for VDR.

European Journal of Medicinal 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 C24H29N5O3, Related Products of tetrahydropyran.

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

Peil, Sebastian published the artcileHydrogenative Metathesis of Enynes via Piano-Stool Ruthenium Carbene Complexes Formed by Alkyne gem-Hydrogenation, Computed Properties of 27943-46-0, the publication is Journal of the American Chemical Society (2020), 142(43), 18541-18553, database is CAplus and MEDLINE.

The only recently discovered gem-hydrogenation of internal alkynes is a fundamentally new transformation, in which both H atoms of dihydrogen are transferred to the same C atom of a triple bond while the other position transforms into a discrete metal carbene complex. [Cp*RuCl]₄ is presently the catalyst of choice: the resulting piano-stool ruthenium carbenes can engage a tethered alkene into either cyclopropanation or metathesis, and a prototypical example of such a reactive intermediate with an olefin ligated to the ruthenium center has been isolated and characterized by X-ray diffraction. It is the substitution pattern of the olefin that determines whether metathesis or cyclopropanation takes place: a systematic survey using alkenes of largely different character in combination with a computational study of the mechanism at the local coupled cluster level of theory allowed the preparative results to be sorted and an intuitive model with predictive power to be proposed. This model links the course of the reaction to the polarization of the double bond as well as to the stability of the secondary carbene complex formed, if metathesis were to take place. The first application of “hydrogenative metathesis” to the total synthesis of sinularones E and F concurred with this interpretation and allowed the proposed structure of these marine natural products to be confirmed. During this synthesis, it was found that gem-hydrogenation also provides opportunities for C-H functionalization. Moreover, silylated alkynes are shown to participate well in hydrogenative metathesis, which opens a new entry into valuable allylsilane building blocks. Crystallog. evidence suggests that the polarized [Ru-Cl] bond of the catalyst interacts with the neighboring R₃Si group. Since attractive interligand Cl/R₃Si contacts had already previously been invoked to explain the outcome of various ruthenium-catalyzed reactions, including trans-hydrosilylation, the exptl. confirmation provided herein has implications beyond the present case.

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, Computed Properties of 27943-46-0.

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

Claesson, Alf published the artcileAllenes and acetylenes. I. Formation of conjugated dienes on lithium aluminum hydride reduction of allenic tert-alcohols, Safety of 2-((2-Methylbut-3-yn-2-yl)oxy)tetrahydro-2H-pyran, the publication is Acta Chemica Scandinavica (1947-1973) (1972), 26(6), 2540-2, database is CAplus.

The cyclohexanol I was refluxed 20 min with LiAlH4 in Et2O to give 72% of the cyclohexanol II. II was refluxed with LiAlH4 in THF under N to give 75% 2-propenylidenecyclohexane (III). I was refluxed with LiAlH4 in THF under N to give 70% of III. Similar results were obtained for the reaction of IV with LiAlH4 in Et2O and THF. LiAlD4 reduction of II gave 2-propenylidenecyclohexane-2-d.

Acta Chemica Scandinavica (1947-1973) 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, Safety of 2-((2-Methylbut-3-yn-2-yl)oxy)tetrahydro-2H-pyran.

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

Nelson, Ronald published the artcileSkeletal diversity in Pt- and Au-catalyzed annulations of allenedienes: dissecting unconventional mechanistic pathways, Recommanded Product: 2-((2-Methylbut-3-yn-2-yl)oxy)tetrahydro-2H-pyran, the publication is Chemical Science (2020), 11(16), 4209-4220, database is CAplus and MEDLINE.

Here, authors describe the discovery of unprecedented Pt or Au catalysts promoted annulation processes of 1,7-allenedienes, promoted by Pt or Au catalysts. These transformations revealed mechanistic pathways that had not been previously observed in reactions involving carbophilic catalysis. In particular, author have found that allenedienes bearing a silyl ether in the carbon tether connecting the diene and the allene divergently afford cyclopropane-embedded tricyclic derivatives, 6,6-fused bicarbocyclic products or 5,6-fused bicarbocyclic systems, depending on the type of Au or Pt catalyst used. Author have carried out exptl. and computational studies that shed light on the mechanistic reasons behind this rich and unusual skeletal divergence, and provide new lessons on the drastic influence of platinum ancillary ligands on the reaction outcome.

Chemical Science 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

Brocato, Emanuela published the artcileA new palladium-catalyzed synthesis of 3-substituted 2-arylidene-2,3-dihydro-1H-inden-1-ones, Category: tetrahydropyran, the publication is Tetrahedron Letters (1992), 33(48), 7433-6, database is CAplus.

Sequential oxidative additions of 2-IC₆H₄CH₂X (X = CO₂Me, CO₂CHMe₂, CONEt₂), carbon monoxide insertion, reductive coupling with HCCY (Y = Ph, 4-MeOC₆H₄), nucleophilic attack by the activated methylene group, and protonation with metal elimination afford the title compounds I in a one-pot catalytic process.

Tetrahedron 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, Category: tetrahydropyran.

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

Anselmi, Cecilia published the artcileOdor properties of some tetrahydropyranyl ethers, Category: tetrahydropyran, the publication is Journal of Agricultural and Food Chemistry (1992), 40(5), 853-6, database is CAplus.

Thirty-one tetrahydropyranyl derivatives of phenols, and alcs., were prepared with the aim of reproducing the floral note of hydroxycitronellal in compounds of easier and cheaper synthesis. Some of the derivatives, particularly those prepared from cis-4-methylcyclohexanol (I) and p-alkylphenols, present a floral character as the main note and could be used as detergent additives and in other products with pH greater than 7. This research also represents a contribution toward the understanding of the relationships between mol. structure and the odor of muguet. Thus, treating alcs., e.g. I with tetrahydro-2H-pyran (THP) and a catalytic amount of HCl or TsOH gave the THP ether of I which has a plesant floral odor.

Journal of Agricultural and Food 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, Category: tetrahydropyran.

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

Scott, Lawrence T. published the artcileCyclynes. Synthesis and characterization of octamethylcyclododeca-1,3,7,9-tetrayne, Name: 2-((2-Methylbut-3-yn-2-yl)oxy)tetrahydro-2H-pyran, the publication is Tetrahedron Letters (1976), 2663-6, database is CAplus.

Deprotonation of Me2C(OR)CCH (R = Ac, tetrahydropyranyl) with BuLi and decomposition of resulting anion with CuCl gave low yields of the tetrayne I. The uv, ir, Raman, photoelectron, and NMR spectra for I are reported. I was formed by Cu+-catalyzed formation of the cumulene Me2C:C:C:C:C:CMe2 (II) which dimerized. II was isolated if the reaction was stopped before completion.

Tetrahedron 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 C12H17NS2, Name: 2-((2-Methylbut-3-yn-2-yl)oxy)tetrahydro-2H-pyran.

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

Scott, Lawrence T. published the artcileTetramethyl-1,2,3,4,5-hexapentaene, Category: tetrahydropyran, the publication is Journal of Organic Chemistry (1980), 45(20), 4055-6, database is CAplus.

Me₂C:C:C:C:C:C:CMe₂ (I) was prepared in 5-10% yields by treating HCCCMe₂OR (R = tetrahydropyranyl) successively with EtMgCl and CuCl. I polymerized readily in absence of solvent or O. Hydrogenation over Rh-alumina gave 2,7-dimethyloctane.

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 C12H17NS2, Category: tetrahydropyran.

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