Day: November 21, 2022

Aratani, Takahiro published the artcileAsymmetric bis(alkoxycarbonylation) reaction of cyclic olefins catalyzed by palladium in the presence of copper(I) triflate, Safety of (4S,4’S)-4,4′-Diisobutyl-4,4′,5,5′-tetrahydro-2,2′-bioxazole, the publication is Bulletin of the Chemical Society of Japan (2012), 85(11), 1225-1232, database is CAplus.

A palladium-catalyzed asym. bis(alkoxycarbonylation) reaction of 1,2-dihydronaphthalene derivatives and related cyclic olefins in the presence of copper(I) triflate was achieved by using a chiral bis[oxazoline] ligand under normal pressure of carbon monoxide and oxygen to give the corresponding optically active cis-dicarboxylates with enantioselectivity up to 94% ee. An asym. intramol. and intermol. bis(alkoxycarbonylation) reaction of a prochiral diol possessing a dihydronaphthalene skeleton also proceeded enantioselectively by an appropriate selection of the substituent of a bis[oxazoline] ligand. The carbonylation product derived from 8-methoxy-1,2-dihydronaphthalene was applied to the synthesis of a biol. active hexahydrobenz[e]isoindole derivative Methoxycarbonylation of 1,2-dihydronaphthalene provided (1R,2R)-1,2,3,4-tetrahydro-1,2-naphthalenedicarboxylic acid di-Me ester (I). Thus, (1R,2R)-1,2,3,4-tetrahydro-5-methoxy-1,2-naphthalenedicarboxylic acid di-Me ester was elaborated into (3aR,9bR)-2,3,3a,4,5,9b-hexahydro-6-methoxy-1H-benz[e]isoindole (II). The synthesis of the target compounds was achieved using 1,2-dihydronaphthalene, 1H-indene, 6,7-dihydro-5H-benzocycloheptene as starting materials. The title compounds thus formed included (1R,2R)-2,3-dihydro-1H-indene-1,2-dicarboxylic acid di-Me ester and (5R,6R)-6,7,8,9-tetrahydro-5H-benzocycloheptene-5,6-dicarboxylic acid 5,6-di-Me ester, (2R,3R)-2-methyl-3-phenylbutanedioic acid 1,4-di-Me ester.

Bulletin of the Chemical Society of Japan published new progress about 138429-17-1. 138429-17-1 belongs to oxazolidine, auxiliary class BOX Ligands, name is (4S,4’S)-4,4′-Diisobutyl-4,4′,5,5′-tetrahydro-2,2′-bioxazole, and the molecular formula is C14H24N2O2, Safety of (4S,4’S)-4,4′-Diisobutyl-4,4′,5,5′-tetrahydro-2,2′-bioxazole.

Referemce:
https://en.wikipedia.org/wiki/Oxazolidine,
Oxazolidine | C3H7NO – PubChem

Vinay Kumar, Koravangala S. published the artcileA One-Pot Tandem Approach for the Synthesis of 5-(Het)aryloxazoles from Substituted (Het)aryl Methyl Alcohols and Benzyl Bromides, Name: 5-(4-Bromophenyl)oxazole, the publication is Synlett (2016), 27(9), 1363-1366, database is CAplus.

A new modified van Leusen strategy was developed for the synthesis of biol. significant 5-substituted oxazoles I (R = Ph, 2-furyl, etc.) by the reaction of either [(het)aryl]methyl alcs. RCH₂OH or benzyl bromides RCH₂Br as precursors with tosylmethyl isocyanide (TosMIC) under basic conditions. This method is efficient, takes place under mild reaction conditions, and is tolerant of various functional groups with high yield.

Synlett published new progress about 72571-06-3. 72571-06-3 belongs to oxazolidine, auxiliary class Oxazole,Bromide,Benzene, name is 5-(4-Bromophenyl)oxazole, and the molecular formula is C4H11NO, Name: 5-(4-Bromophenyl)oxazole.

Referemce:
https://en.wikipedia.org/wiki/Oxazolidine,
Oxazolidine | C3H7NO – PubChem

Tran, Hai N. published the artcileNickel-Catalyzed Enantioselective Hydroboration of Vinylarenes, Computed Properties of 2185014-88-2, the publication is Organic Letters (2022), 24(1), 395-399, database is CAplus and MEDLINE.

The enantioselective hydroboration of vinylarenes catalyzed by a chiral, nonracemic Ni catalyst is presented as a facile method for generating chiral benzylic boronate esters. Various vinylarenes react with bis(pinacolato)diboron (B₂pin₂) in the presence of MeOH as a hydride source to form chiral boronate esters in up to 92% yield with up to 94% ee. The use of anhydrous Me₄NF to activate B₂pin₂ is crucial for ensuring fast transmetalation to achieve high enantioselectivities.

Organic Letters published new progress about 2185014-88-2. 2185014-88-2 belongs to oxazolidine, auxiliary class BOX Ligands, name is (4S,4’S)-2,2′-(Cyclohexane-1,1-diyl)bis(4-phenyl-4,5-dihydrooxazole), and the molecular formula is C2H4Cl2O3S, Computed Properties of 2185014-88-2.

Referemce:
https://en.wikipedia.org/wiki/Oxazolidine,
Oxazolidine | C3H7NO – PubChem

Pullman, Bernard published the artcileElectronic aspects of the mechanism of thiamine-catalyzed reactions, SDS of cas: 20662-83-3, the publication is Biochimica et Biophysica Acta (1961), 576-87, database is CAplus and MEDLINE.

cf. CA 54, 22747e. The method of mol. orbitals was used to calculate the energy levels and the electronic distribution in thiamine and related model compounds The results were used to interpret the mechanism of thiamine-catalyzed reactions, and were consistent with the hypothesis that the active center of the coenzyme is the highly charged C₂ atom of its thiazolium ring. 35 references.

Biochimica et Biophysica Acta published new progress about 20662-83-3. 20662-83-3 belongs to oxazolidine, auxiliary class Oxazole, name is 4,5-Dimethyloxazole, and the molecular formula is C5H7NO, SDS of cas: 20662-83-3.

Referemce:
https://en.wikipedia.org/wiki/Oxazolidine,
Oxazolidine | C3H7NO – PubChem

Fan, Chunying published the artcileChemical compositions and copper(II) adsorption properties of sequentially extracted humic substances, including different humin fractions, Related Products of oxazolidine, the publication is Fresenius Environmental Bulletin (2018), 27(10), 6485-6499, database is CAplus.

Humin (HU) is the least understood humic substance (HS) fractions due to its close associations with soil mineral colloids. Here, humic acid (HA), fulvic acid (FA), HU, iron-bound HU (HUi), claybound HU (HUc) and residual HU (HUr) were sequentially extracted from an Alfisol of northeast China. Elemental anal., solid-state carbon-13 cross-polarization magic-angle-spinning NMR (13C CPMAS NMR) spectroscopy and pyrolysis-gas chromatog./mass spectrometry (Py-GC/MS) were used to characterize HS fractions. The adsorption isotherms of Cu(II) on HS fractions were obtained using batch equilibrium method. Among these HS fractions, HA contained higher proportion of phenols, whereas HUc exhibited higher proportion of aliphatic hydrocarbons. For the different HU fractions, n-alkanes/n-alkenes were particularly abundant in HUc, whereas polysaccharides were abundant in HUr. The adsorption of Cu(II) on HS fractions well fitted both Freundlich and Langmuir equations. The maximum amounts of Cu(II) adsorbed was FA > HUi > HA > HUc > HU > HUr, which was pos. correlated with their O/C ratio and carbonyl C whereas neg. correlated with C/N ratio (p < 0.01). The results suggested that HU is highly heterogeneous in terms of their chem. compositions and plays important role in controlling the behavior and fate of Cu(II) in the environment.

Fresenius Environmental Bulletin published new progress about 20662-83-3. 20662-83-3 belongs to oxazolidine, auxiliary class Oxazole, name is 4,5-Dimethyloxazole, and the molecular formula is C5H7NO, Related Products of oxazolidine.

Referemce:
https://en.wikipedia.org/wiki/Oxazolidine,
Oxazolidine | C3H7NO – PubChem

Shin, Bo Ram published the artcileComparison of the contents of benzo(a)pyrene, sesamol and sesamolin, and volatiles in sesame oils according to origins of sesame seeds, COA of Formula: C5H7NO, the publication is Applied Biological Chemistry (2016), 59(1), 129-141, database is CAplus.

The objective of the present study was to compare the contents of antioxidants (sesamol and sesamolin) and benzo(a)pyrene (BaP), as well as the volatile profiles in sesame oil obtained from sesame seeds cultivated in four different areas in Korea, and those cultivated in other countries, including Ethiopia, India, and China. The sesamol content was lower in Korean sesame oils than in Ethiopian, Indian, and Chinese sesame oils, whereas sesamolin content was higher in sesame oils derived from Korea than those in sesame oils derived from other countries. There was also a difference in the contents of BaP in the sesame oils obtained from seeds in different cultivated areas. The volatiles that allowed Korean samples to be discriminated from those of other countries were mainly pyrroles and sulfur-containing compounds such as 1-ethyl-1H-pyrrole, 2-ethyl-4-methyl-1H-pyrrole, 2,4-dimethylthiazole, and 5-ethyl-4-methylthiazole.

Applied Biological Chemistry published new progress about 20662-83-3. 20662-83-3 belongs to oxazolidine, auxiliary class Oxazole, name is 4,5-Dimethyloxazole, and the molecular formula is C11H20N2O3, COA of Formula: C5H7NO.

Referemce:
https://en.wikipedia.org/wiki/Oxazolidine,
Oxazolidine | C3H7NO – PubChem

Whelligan, Daniel K. published the artcileAminopyrazine Inhibitors Binding to an Unusual Inactive Conformation of the Mitotic Kinase Nek2: SAR and Structural Characterization, Formula: C5H7NO, the publication is Journal of Medicinal Chemistry (2010), 53(21), 7682-7698, database is CAplus and MEDLINE.

We report herein the first systematic exploration of inhibitors of the mitotic kinase Nek2. Starting from HTS hit aminopyrazine I, compounds with improved activity were identified using structure-based design. Our structural biol. investigations reveal two notable observations. First, I and related compounds bind to an unusual, inactive conformation of the kinase which to the best of our knowledge has not been reported for other types of kinase inhibitors. Second, a phenylalanine residue at the center of the ATP pocket strongly affects the ability of the inhibitor to bind to the protein. The implications of these observations are discussed, and the work described here defines key features for potent and selective Nek2 inhibition, which will aid the identification of more advanced inhibitors of Nek2.

Journal of Medicinal Chemistry published new progress about 20662-83-3. 20662-83-3 belongs to oxazolidine, auxiliary class Oxazole, name is 4,5-Dimethyloxazole, and the molecular formula is C9H21NO3, Formula: C5H7NO.

Referemce:
https://en.wikipedia.org/wiki/Oxazolidine,
Oxazolidine | C3H7NO – PubChem

Chen, Yue-Gang published the artcileNickel-catalyzed Enantioselective Hydroarylation and Hydroalkenylation of Styrenes, Safety of (4S,4’S)-2,2′-(Cyclohexane-1,1-diyl)bis(4-phenyl-4,5-dihydrooxazole), the publication is Journal of the American Chemical Society (2019), 141(8), 3395-3399, database is CAplus and MEDLINE.

We have developed a Ni-catalyzed enantioselective hydroarylation of styrenes with arylboronic acids using MeOH as the hydrogen source, providing an efficient method to access 1,1-diarylalkanes, which are essential structural units in many biol. active compounds In addition, Ni-catalyzed enantioselective hydrovinylation of styrenes with vinylboronic acids is also realized with good yields and enantioselectivities. The synthetic utility was demonstrated by the efficient synthesis of (R)-(-)-ibuprofen.

Journal of the American Chemical Society published new progress about 2185014-88-2. 2185014-88-2 belongs to oxazolidine, auxiliary class BOX Ligands, name is (4S,4’S)-2,2′-(Cyclohexane-1,1-diyl)bis(4-phenyl-4,5-dihydrooxazole), and the molecular formula is C24H26N2O2, Safety of (4S,4’S)-2,2′-(Cyclohexane-1,1-diyl)bis(4-phenyl-4,5-dihydrooxazole).

Referemce:
https://en.wikipedia.org/wiki/Oxazolidine,
Oxazolidine | C3H7NO – PubChem

Shimoda, Mitsuya published the artcileIdentification and Sensory Characterization of Volatile Flavor Compounds in Sesame Seed Oil, SDS of cas: 20662-83-3, the publication is Journal of Agricultural and Food Chemistry (1996), 44(12), 3909-3912, database is CAplus.

Volatile flavor compounds in sesame seed oil were investigated. Com. processed sesame seed oil was steam distilled under reduced pressure, and volatiles from the distillate were separated by an adsorptive column method. Among 171 individual peaks detected, 134 peaks were definitely or tentatively identified by anal. of mass spectra and modified Kovats indexes. To elucidate the compounds directly contributing to the characteristic flavor, the odor concentrate was fractionated by silica gel thin-layer chromatog. and preparative gas chromatog. As a result, 1-(5-methyl-2-furanyl)-1-propanone, 3-formylthiophene, 2-propyl-4-methylthiazole, 2-ethyl-4-methyl-1H-pyrrole, 2-ethyl-6-methylpyrazine, 2-ethyl-5-methylpyrazine, 4,5-dimethylisothiazole, 4,5-dimethylthiazole, 2,6-diethylpyrazine, 2-ethyl-2,5-dimethylpyrazine, 1-(2-pyridinyl)ethanone, and 1-(1-methyl-1H-pyrrol-2-yl)ethanone were considered to be principal contributors of sesame seed oil flavor.

Journal of Agricultural and Food Chemistry published new progress about 20662-83-3. 20662-83-3 belongs to oxazolidine, auxiliary class Oxazole, name is 4,5-Dimethyloxazole, and the molecular formula is C24H29N5O3, SDS of cas: 20662-83-3.

Referemce:
https://en.wikipedia.org/wiki/Oxazolidine,
Oxazolidine | C3H7NO – PubChem

Yeo, Helen C. H. published the artcileMicrowave-induced volatiles of the Maillard model system under different pH conditions, Related Products of oxazolidine, the publication is Journal of Agricultural and Food Chemistry (1991), 39(2), 370-3, database is CAplus.

The volatile heterocyclic compounds produced from a D-glucose/L-cysteine browning model system by microwave irradiation were isolated and identified by gas chromatog. and mass spectrometry. Microwave samples were prepared at different pH values. As the pH increased, the total volatiles generated also increased. Twenty-two compounds were identified. The major compounds formed at pH 2, 5, and 7 were furans, pyrroles, and thiophenes. At pH 9, the major compounds formed were oxazoles, pyrazines, thiazoles, pyranones, and furanones. The samples at pH 2, 5, and 7 had a pungent and sulfurous odor, and those at pH 9 had a nutty, meaty, and roasted aroma. 2-Methylthiazolidine was detected for the first time in a sugar/amino acid model system; the mechanism for its formation is proposed to be formation of a hemimercaptal intermediate at different pH values.

Journal of Agricultural and Food Chemistry published new progress about 20662-83-3. 20662-83-3 belongs to oxazolidine, auxiliary class Oxazole, name is 4,5-Dimethyloxazole, and the molecular formula is C15H21BO3, Related Products of oxazolidine.

Referemce:
https://en.wikipedia.org/wiki/Oxazolidine,
Oxazolidine | C3H7NO – PubChem