Category: 5205-11-8

Fang, Xianhe published the artcileScalable Total Synthesis of (-)-Triptonide: Serendipitous Discovery of a Visible-Light-Promoted Olefin Coupling Initiated by Metal-Catalyzed Hydrogen Atom Transfer (MHAT), Application In Synthesis of 5205-11-8, the publication is Journal of the American Chemical Society (2022), 144(5), 2292-2300, database is CAplus and MEDLINE.

An efficient and scalable total synthesis of (-)-triptonide is accomplished based on a metal-catalyzed hydrogen atom transfer (MHAT)-initiated radical cyclization. During the optimization of the key step, we discovered that blue LEDs significantly promoted the efficiency of reaction initiated by Co(TPP)-catalyzed MHAT. Further exploration and optimization of this catalytic system led to development of a dehydrogenative MHAT-initiated Giese reaction.

Journal of the American Chemical Society published new progress about 5205-11-8. 5205-11-8 belongs to esters-buliding-blocks, auxiliary class Alkenyl,Benzene,Ester, name is 3-Methylbut-2-en-1-yl benzoate, and the molecular formula is C12H14O2, Application In Synthesis of 5205-11-8.

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

Yang, Tsanhsi published the artcileInvestigation of isoprenoid benzoates and naphthoates by reversed-phase liquid chromatography. Isocratic elution characteristics of benzoates and naphthoates of C₅-C₂₀ terpenoid alcohols, Application of 3-Methylbut-2-en-1-yl benzoate, the publication is Journal of Chromatography (1984), 121-32, database is CAplus and MEDLINE.

Conditions for derivatization of C₅-C₂₀ isoprenoid alcs. and the reversed-phase liquid chromatog. properties of the corresponding benzoate and naphthoate esters are described. A non-linear response of log k‘ to changes in the composition of the mobile phase was observed on a Radial-Pak C₁₈ column. In general, the capacity factors (k‘) increased with increases in C content and degree of saturation in the hydrocarbon chain, and decreased with increases in branching and Z double bond content. Replacement of a single H in the Me group at C-3 of geranyl benzoate with F had little effect on k‘, while the difluoro- and trifluoromethyl derivatives showed regular increases in k‘. The large extinction coefficients of the aromatic ester moieties, especially the 2-naphthoates, provide high sensitivity of UV detection.

Journal of Chromatography published new progress about 5205-11-8. 5205-11-8 belongs to esters-buliding-blocks, auxiliary class Alkenyl,Benzene,Ester, name is 3-Methylbut-2-en-1-yl benzoate, and the molecular formula is C65H82N2O18S2, Application of 3-Methylbut-2-en-1-yl benzoate.

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

Yang, Tsan Hsi published the artcileReversed-phase high-performance liquid chromatography of C₅ to C₂₀ isoprenoid benzoates and naphthoates, Product Details of C12H14O2, the publication is Methods in Enzymology (1985), 111(Steroids Isoprenoids), 252-63, database is CAplus.

HPLC properties for benzoate and naphthoate esters of linear C_5-20 isoprenoid alcs. are described. All separations were on Waters Radial Pak A columns (C₁₈, 10 μm, 8 mm × 10 cm). Doubly deionized H₂O and MeCN were passed through type HA (0.45-μm) and type FA (0.5-μm) filters, resp., and degassed under vacuum just prior to use. Samples were dissolved in MeCN, and 5-25 μL portions were injected. In general, the capacity factors increased with increases in the number of double bonds, branching, and Z double bond content. The large absorptivities of the aromatic ester moieties provide high sensitivity for UV detection.

Methods in Enzymology published new progress about 5205-11-8. 5205-11-8 belongs to esters-buliding-blocks, auxiliary class Alkenyl,Benzene,Ester, name is 3-Methylbut-2-en-1-yl benzoate, and the molecular formula is C40H35N7O8, Product Details of C12H14O2.

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

Chen, Haifeng published the artcileFormation of allylated quaternary carbon centers via C-O/C-O bond fragmentation of oxalates and allyl carbonates, Computed Properties of 5205-11-8, the publication is Chemical Communications (Cambridge, United Kingdom) (2020), 56(3), 454-457, database is CAplus and MEDLINE.

Disclosed herein emphasizes Fe-promoted cross-electrophile allylation of tertiary alkyl oxalates with allyl carbonates that generates all C(sp³)-quaternary centers. The reaction involves fragmentation of tertiary alkyl oxalate C-O bonds to give tertiary alkyl radical intermediates, addition of the radicals to less hindered alkene terminals, and subsequent cleavage of the allyl C-O bonds. Allylation with 2-aryl substituted allyl carbonates was mediated by Zn/MgCl₂, and Fe was used to promote the radical addition efficiency. By introduction of activated alkenes, a three-component radical cascade reaction took place.

Chemical Communications (Cambridge, United Kingdom) published new progress about 5205-11-8. 5205-11-8 belongs to esters-buliding-blocks, auxiliary class Alkenyl,Benzene,Ester, name is 3-Methylbut-2-en-1-yl benzoate, and the molecular formula is C12H14O2, Computed Properties of 5205-11-8.

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

Tamaru, Yoshinao published the artcilePalladium (0)-catalyzed three-component coupling reaction of allyl benzoate, carbon monoxide, and organozinc carboxylate esters, COA of Formula: C12H14O2, the publication is Angewandte Chemie (1992), 104(5), 662-4 (See also Angew. Chem., Int. Ed. Engl., 1992, 31(5), 645-6), database is CAplus.

The title reaction of an allyl benzoate such as H₂C:CHCMe₂OBz with CO and an organozinc carboxylate such as IZn(CH₂)₃CO₂Et at room temperature in HMPA-PhMe in the presence of (Ph₃P)₄Pd gave allyl ethoxycarbonylalkyl ketones such as 85% Me₂C:CHCH₂CO(CH₂)₃CO₂Et.

Angewandte Chemie published new progress about 5205-11-8. 5205-11-8 belongs to esters-buliding-blocks, auxiliary class Alkenyl,Benzene,Ester, name is 3-Methylbut-2-en-1-yl benzoate, and the molecular formula is C4H3Cl2N3, COA of Formula: C12H14O2.

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

Takai, Toshihiro published the artcileAerobic oxygenation of olefinic compounds to the corresponding α-hydroxy ketones using an osmium tetroxide-nickel(II) complex catalyst system, Related Products of esters-buliding-blocks, the publication is Chemistry Letters (1991), 1499-502, database is CAplus.

In the presence of the catalyst system OsO₄-bis(3-methyl-2,4-pentanedionato)nickel(II), various olefinic compounds are directly converted to α-hydroxy ketones in good yields with O₂ and an aldehyde.

Chemistry Letters published new progress about 5205-11-8. 5205-11-8 belongs to esters-buliding-blocks, auxiliary class Alkenyl,Benzene,Ester, name is 3-Methylbut-2-en-1-yl benzoate, and the molecular formula is C8H15NO, Related Products of esters-buliding-blocks.

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

Chen, Feng published the artcilePhotoredox-Catalyzed Addition of Dibromofluoromethane to Alkenes: Direct Synthesis of 1-Bromo-1-fluoroalkanes, COA of Formula: C12H14O2, the publication is Organic Letters (2021), 23(6), 2364-2369, database is CAplus and MEDLINE.

Reported herein is a direct and efficient route to 1-bromo-1-fluoroalkanes through the reaction of unactivated alkenes with dibromofluoromethane under photoredox catalysis. The key to the success of these addition reactions is the employment of a suitable photoredox catalyst. In particular, hydro- and bromo-bromofluoromethylated products were chemoselectively formed using THF and DMF/H₂O as solvents, resp. Furthermore, the synthetic application of the prepared 1-bromo-1-fluoroalkanes has been demonstrated by their transformation into a variety of fluorine-containing compounds

Organic Letters published new progress about 5205-11-8. 5205-11-8 belongs to esters-buliding-blocks, auxiliary class Alkenyl,Benzene,Ester, name is 3-Methylbut-2-en-1-yl benzoate, and the molecular formula is C12H14O2, COA of Formula: C12H14O2.

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

Kattamuri, Padmanabha V. published the artcileHydrogenation of Alkenes via Cooperative Hydrogen Atom Transfer, Related Products of esters-buliding-blocks, the publication is Journal of the American Chemical Society (2020), 142(45), 19316-19326, database is CAplus and MEDLINE.

Radical hydrogenation via hydrogen atom transfer (HAT) to alkenes is an increasingly important transformation for the formation of thermodn. alkane isomers. Current single-catalyst methods require stoichiometric oxidant in addition to hydride (H^–) source to function. Here we report a new approach to radical hydrogenation: cooperative hydrogen atom transfer (cHAT), where each hydrogen atom donated to the alkene arrives from a different catalyst. Further, these hydrogen atom (H•) equivalent are generated from complementary hydrogen atom precursors, with each alkane requiring one hydride (H^–) and one proton (H⁺) equivalent and no added oxidants. Preliminary mechanistic study supports this reaction manifold and shows the intersection of metal-catalyzed HAT and thiol radical trapping HAT catalytic cycles to be essential for effective catalysis. Together, this unique catalyst system allows us to reduce a variety of unactivated alkene substrates to their resp. alkanes in high yields and diastereoselectivities and introduces a new approach to radical hydrogenation.

Journal of the American Chemical Society published new progress about 5205-11-8. 5205-11-8 belongs to esters-buliding-blocks, auxiliary class Alkenyl,Benzene,Ester, name is 3-Methylbut-2-en-1-yl benzoate, and the molecular formula is C12H14O2, Related Products of esters-buliding-blocks.

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

Sun, Ya-Nan published the artcileSyntheses of perillene and natural congeners via Li₂CuCl₄-catalyzed cross-coupling reaction of allylic carbonates, HPLC of Formula: 5205-11-8, the publication is Tetrahedron Letters (2022), 153610, database is CAplus.

Herein an efficient pathway to perillenes I (X = O, S; R = Me, 4-methylpent-3-en-1-yl, 2-(3,3-dimethyloxiran-2-yl)ethyl, (3E)-4,8-dimethylnona-3,7-dien-1-yl) that hangs on the cross-coupling reaction of allylic carbonates R(CH₃)=CH₂OC(O)OR¹ (R¹ = Me Ph, Bn, etc.) with furfuryl Grignard reagents II catalyzed by Li₂CuCl₄ was presented. The synthetic applications of this transformation were demonstrated by the synthesis of analogical natural products dendrolasin, ambliofuran and thioperillene.

Tetrahedron Letters published new progress about 5205-11-8. 5205-11-8 belongs to esters-buliding-blocks, auxiliary class Alkenyl,Benzene,Ester, name is 3-Methylbut-2-en-1-yl benzoate, and the molecular formula is C11H11NO2, HPLC of Formula: 5205-11-8.

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

Wood, William F. published the artcileVolatile compounds in shoulder gland secretions of male flying foxes, genus Pteropus (Pteropodidae, Chiroptera), Recommanded Product: 3-Methylbut-2-en-1-yl benzoate, the publication is Zeitschrift fuer Naturforschung, C: Journal of Biosciences (2005), 60(9/10), 779-784, database is CAplus and MEDLINE.

The shoulder gland secretions of captive males of the Indian flying fox (Pteropus giganteus), the little golden-mantled flying fox (P. pumilus), the island flying fox (P. hypomelanus), and the large flying fox (P. vampyrus) were examined by gas chromatog.-mass spectrometry. Sixty-five compounds, including hydrocarbons, carboxylic acids, alcs., aldehydes, ketones, esters, and amides, were identified among the four species. Many of these compounds, such as squalene, cholesterol, and C₅-C₁₆ straight- and branched-chain carboxylic acids, are typical of tetrapod epidermal products. Aldehydes, which were detected in all four Pteropus species, and some straight- and branched-chain ketones, which were detected in P. hypomelanus and P. pumilus, are known from other mammalian skin glands. Acetophenone, 4-acetoxyacetophenone, and 4-hydroxyacetophenone were observed in P. pumilus; the last compound comprised 37.1% of the total ion current. 2,3-Butanediol, a prominent component (5.2-19.3%) in the secretions of P. giganteus, P. hypomelanus, and P. pumilus, and C₁₀ and C₁₂ iso-Pr esters and C₁₀-C₁₄ 1-methylbutyl esters, observed in P. hypomelanus and P. vampyrus, have not previously been reported from vertebrates. α-Methyl-4-methoxybenzyl alc. and dihydro-5-phenyl-2(3H)-furanone, from P. giganteus and P. pumilus, are new natural products. 1-Chloro-3-methyl-2-butene, another new natural product, and five C₅ compounds exhibiting a similar isoprenoid structure were observed in P. giganteus. Striking contrasts were observed in the chem. profiles of the species we examined, with even general chem. classes differentially represented among them.

Zeitschrift fuer Naturforschung, C: Journal of Biosciences published new progress about 5205-11-8. 5205-11-8 belongs to esters-buliding-blocks, auxiliary class Alkenyl,Benzene,Ester, name is 3-Methylbut-2-en-1-yl benzoate, and the molecular formula is C6H3ClN4O2, Recommanded Product: 3-Methylbut-2-en-1-yl benzoate.

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