Month: December 2022

Chadeayne, Andrew R. published the artcileThe Course of (R₂R’SiO)₃TaCl₂ (R = ^tBu, R’ = H, Me, Ph, ^tBu (silox); R = ⁱPr, R’ = ^tBu, ⁱPr) Reduction Is Dependent on Siloxide Size, Name: Triisopropylsilanol, the publication is Inorganic Chemistry (2004), 43(11), 3421-3432, database is CAplus and MEDLINE.

Various sized siloxides (Cy₃SiO > ^tBu₃SiO > ^tBu₂PhSiO > ^tBu₂MeSiO approx. ⁱPr₂^tBuSiO > ⁱPr₃SiO > ^tBu₂HSiO) were used to make (R₂R’SiO)₃TaCl₂ (R = ^tBu, R’ = H (1-H), Me (1-Me), Ph (1-Ph), 1–^tBu (1); R = ⁱPr, R’ = ^tBu (1–ⁱPr₂); R = R’ = ⁱPr (1–ⁱPr₃); R = R’ = cyclohexyl). Product analyses of Na amalgam reductions of several dichlorides suggest that [(R₂R’SiO)₃Ta]₂(μ-Cl)₂ may be a common intermediate. When the siloxide is large (1–^tBu), formation of the Ta(III) species (^tBu₃SiO)₃Ta (6) occurs via disproportionation. When the siloxide is small, the Ta(IV) intermediate is stable (e.g., [(ⁱPr₃SiO)₃Ta]₂(μ-Cl)₂ (2)), and when intermediate sized siloxides were used, solvent bond activation via unstable Ta(III) tris-siloxides probably occurs. Under H, reductions of 1-Me and 1-Ph provide Ta(IV) and Ta(V) hydrides [(^tBu₂MeSiO)₃Ta]₂(μ-H)₂ (4-Me) and (^tBu₂PhSiO)₃TaH₂ (7-Ph), resp.

Inorganic Chemistry published new progress about 17877-23-5. 17877-23-5 belongs to alcohols-buliding-blocks, auxiliary class Protection and Derivatization Reagent, name is Triisopropylsilanol, and the molecular formula is C9H22OSi, Name: Triisopropylsilanol.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Gasior, Robert published the artcileKey Aroma Compounds in Roasted White Koluda Goose, Recommanded Product: 2-Phenylethanethiol, the publication is Journal of Agricultural and Food Chemistry (2021), 69(21), 5986-5996, database is CAplus and MEDLINE.

Aroma-active compounds in the roasted leg meat of White Koluda goose were assayed by gas chromatog.-olfactometry, using aroma extract dilution anal. and solvent-assisted flavor evaporation Quantitation, recombination-omission tests, and sensory evaluation were carried out. Thirty aroma compounds, for which odor activity values (OAVs) were calculated and for which the flavor dilution factors were greater than or equal to 1, were identified. The concentration of aroma compounds ranged from 0.06 to 633 (μg/kg). The highest OAVs (>1024) were for 2-furfurylthiol, 2-acetyl-1-pyrroline, and 1-octen-3-one. Nine key aroma compounds were: 2-furfurylthiol, 2-acetyl-2-thiazoline, 1-octen-3-one, 2-phenylethanethiol, 4,5-dimethyl-3-hydroxy-2(5H)-furanone, 4-hydroxy-2,5-dimethyl-3(2H)-furanone, (E,E)-2,4-decadienal, 2-acetyl-1-pyrroline, and 3-(methylthio)propanal. The intensity of the dominating roasted, meaty/broth, and fatty notes in the recombination model consisting of the key odorants were rated (10-point scale) at 4.6-5.8 points, relative to the original roasted goose (5.2-6.2). The aroma compounds defined predominantly the meaty, roasted, and fatty flavors during the descriptive sensory evaluation of the roasted goose meat.

Journal of Agricultural and Food Chemistry published new progress about 4410-99-5. 4410-99-5 belongs to alcohols-buliding-blocks, auxiliary class Thiol,Benzene, name is 2-Phenylethanethiol, and the molecular formula is C8H10S, Recommanded Product: 2-Phenylethanethiol.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Souers, Andrew J. published the artcileSynthesis and evaluation of 2-amino-8-alkoxy quinolines as MCHr1 antagonists. Part 1, Computed Properties of 2240-88-2, the publication is Bioorganic & Medicinal Chemistry Letters (2004), 14(19), 4873-4877, database is CAplus and MEDLINE.

A high-throughput screen was performed in order to identify compounds that were bound by the melanin concentrating hormone receptor-1. 2-Amino-8-(cyclohexylmethyloxy)quinoline was identified and subsequently optimized using a parallel and automated procedure for the rapid production of multiple analogs. The structure-activity relationships that emerged from this effort are described, along with selected pharmacokinetic parameters of (d)-I when dosed orally in diet-induced obese mice.

Bioorganic & Medicinal Chemistry Letters published new progress about 2240-88-2. 2240-88-2 belongs to alcohols-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Aliphatic hydrocarbon chain,Alcohol, name is 3,3,3-Trifluoropropan-1-ol, and the molecular formula is C12H13F2N3O4S, Computed Properties of 2240-88-2.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Gentles, Robert G. published the artcileStandardization Protocols and Optimized Precursor Sets for the Efficient Application of Automated Parallel Synthesis to Lead Optimization: A Mitsunobu Example, Recommanded Product: 3,3,3-Trifluoropropan-1-ol, the publication is Journal of Combinatorial Chemistry (2002), 4(5), 442-456, database is CAplus and MEDLINE.

Mitsunobu reactions of alcs. and phenols to give aryl alkyl ethers are optimized for automated parallel synthesis with potential use in lead optimization for drug discovery. Phenols are first selected to eliminate reactants with mol. weights > 210 g/mol, reactants with other potential reactive moieties which could interfere with biol. activity, labeled mols., reactants which might be incompatible with conditions for the Mitsunobu reaction, and reactants which are not com. available in multigram quantities from major vendors. Once the candidate phenols are selected, reactions of a set of alcs. with a single phenol substrate and reactions of a single alc. substrate with a variety of phenols are studied to compare the manual and automated versions of the Mitsunobu reaction. Both the automated and manual Mitsunobu reactions use di-tert-Bu azodicarboxylate (DBAD) and resin-bound triphenylphosphine as reagents. The resin-bound triphenylphosphine works best when exposure to air is minimized; in addition, use of resin-bound triphenylphosphine with consistent loading is important. With the automated and standardized methodol., a variety of aryl alkyl ethers are prepared

Journal of Combinatorial Chemistry published new progress about 2240-88-2. 2240-88-2 belongs to alcohols-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Aliphatic hydrocarbon chain,Alcohol, name is 3,3,3-Trifluoropropan-1-ol, and the molecular formula is C3H5F3O, Recommanded Product: 3,3,3-Trifluoropropan-1-ol.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Maciag, Monika published the artcileEvaluation of β-adrenergic ligands for development of pharmacological heart failure and transparency models in zebrafish, Computed Properties of 86-48-6, the publication is Toxicology and Applied Pharmacology (2022), 115812, database is CAplus and MEDLINE.

Cardiovascular toxicity represents one of the most common reasons for clin. trial failure. Consequently, early identification of novel cardioprotective strategies could prevent the later-stage drug-induced cardiac side effects. The use of zebrafish (Danio rerio) in preclin. studies has greatly increased. High-throughput and low-cost of assays make zebrafish model ideal for initial drug discovery. A common strategy to induce heart failure is a chronic β-adrenergic (βAR) stimulation. Herein, we set out to test a panel of βAR agonists to develop a pharmacol. heart failure model in zebrafish. We assessed βAR agonists with respect to the elicited mortality, changes in heart rate, and morphol. alterations in zebrafish larvae according to Fish Embryo Acute Toxicity Test. Among the tested βAR agonists, epinephrine elicited the most potent onset of heart stimulation (EC50 = 0.05 mM), which corresponds with its physiol. role as catecholamine. However, when used at ten-fold higher dose (0.5 mM), the same compound caused severe heart rate inhibition (-28.70 beats/min), which can be attributed to its cardiotoxicity. Further studies revealed that isoetharine abolished body pigmentation at the sublethal dose of 7.50 mM. Addnl., as a proof of concept that zebrafish can mimic human cardiac physiol., we tested βAR antagonists (propranolol, carvedilol, metoprolol, and labetalol) and verified that they inhibited fish heart rate in a similar fashion as in humans. In conclusion, we proposed two novel pharmacol. models in zebrafish; i.e., epinephrine-dependent heart failure and isoetharine-dependent transparent zebrafish. We provided strong evidence that the zebrafish model constitutes a valuable tool for cardiovascular research.

Toxicology and Applied Pharmacology published new progress about 86-48-6. 86-48-6 belongs to alcohols-buliding-blocks, auxiliary class Organic Pigment,Natural product, name is 1-Hydroxy-2-naphthoic acid, and the molecular formula is C11H8O3, Computed Properties of 86-48-6.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Luzzio, Frederick A. published the artcilePreparation of β-phenylnitroethanes having electron-donating aryl substitution, Synthetic Route of 528594-30-1, the publication is Tetrahedron Letters (2007), 48(38), 6704-6708, database is CAplus.

β-Phenyl-β-hydroxynitroethanes having activating aryl substituents are treated with Et₃SiH/F₃CCO₂H under solventless conditions to give the corresponding phenylnitroethanes. Substrates having no aryl substituents or substituents that are only mildly activating or deactivating do not result in appreciable conversion to the title compounds

Tetrahedron Letters published new progress about 528594-30-1. 528594-30-1 belongs to alcohols-buliding-blocks, auxiliary class Nitro Compound,Benzene,Phenol,Ether, name is 2-Methoxy-4-(2-nitroethyl)phenol, and the molecular formula is C9H11NO4, Synthetic Route of 528594-30-1.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Schildroth, Samantha published the artcileCorrelates of non-persistent endocrine disrupting chemical mixtures among reproductive-aged Black women in Detroit, Michigan, Related Products of alcohols-buliding-blocks, the publication is Chemosphere (2022), 134447, database is CAplus and MEDLINE.

Some studies indicate that Black women have higher exposure to multiple non-persistent endocrine disrupting chems. (EDCs) than white women, but little is known about correlates of exposure to EDC mixtures Using baseline data from a prospective cohort study of reproductive-aged Black women (N = 751), we characterized profiles of EDC mixtures and identified correlates of exposure. At baseline, we quantified biomarkers of 16 phthalates, 7 phenols, 4 parabens, and triclocarban in urine and collected covariate data through self-administered questionnaires and interviews. We used principal component (PC) anal. and k-means clustering to describe EDC mixture profiles. Associations between correlates and PCs were estimated as the mean difference (β) in PC scores, while associations between correlates and cluster membership were estimated as the odds ratio (OR) of cluster membership. Personal care product use was consistently associated with profiles of higher biomarker concentrations of non-persistent EDCs. Use of nail polish, menstrual and vaginal products (e.g., vaginal powder, vaginal deodorant), and sunscreen was associated with a mixture of phthalate and some phenol biomarkers using both methods. Current vaginal ring use, a form of hormonal contraception placed inside the vagina, was strongly associated with higher concentrations of high mol. weight phthalate biomarkers (k-means clustering: OR = 2.42, 95% CI = 1.28, 4.59; PCA: β = -0.32, 95% CI = -0.71, 0.07). Several dietary, reproductive, and demog. correlates were also associated with mixtures of EDC biomarkers. These findings suggest that personal care product use, diet, and contraceptive use may be sources of exposure to multiple non-persistent EDCs among reproductive-aged Black women. Targeted interventions to reduce exposure to multiple EDCs among Black women are warranted.

Chemosphere published new progress about 80-09-1. 80-09-1 belongs to alcohols-buliding-blocks, auxiliary class Ploymers, name is 4,4′-Sulfonyldiphenol, and the molecular formula is C12H10O4S, Related Products of alcohols-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Chan, Daniel G. published the artcileEnol Silyl Ethers via Copper(II)-Catalyzed C-O Bond Formation, Recommanded Product: Triisopropylsilanol, the publication is Organic Letters (2011), 13(10), 2778-2781, database is CAplus and MEDLINE.

Cu(II) acetate catalyzes the coupling of pinacol vinylboronates with silanols producing enol silyl ethers. This represents a novel enol silyl ether synthesis via formation of the C-O bond instead of the conventional Si-O bond. This also constitutes the 1st transition-metal-catalyzed oxidative cross-coupling with silanols. Thirteen enol silyl ethers were prepared by reaction of tert-butyldimethylsilanol with pinacol vinylboronates in the presence of Cu(II) acetate, 3-hexyne, triethylamine, pyridine N-oxide and oxygen in 28% to 72% yield. E.g., reaction of E-PhCH₂OCH₂CH₂CH:CHBpin (HBpin = pinacolborane) with tert-butyldimethylsilanol gave E-PhCH₂OCH₂CH₂CH:CHOSiBu^tMe₂ in 72% yield. Direct silylation of a hydroxyketoaldehyde would not be feasible using conventional methods, but reaction of the hydroxy ketoboronate ester E-MeC(O)CH₂CH(OH)(CH₂)₃CH:CHBpin with tert-butyldimethylsilanol afforded E-MeC(O)CH₂CH(OH)(CH₂)₃CH:CHOSiBu^tMe₂ in 42% yield.

Organic Letters published new progress about 17877-23-5. 17877-23-5 belongs to alcohols-buliding-blocks, auxiliary class Protection and Derivatization Reagent, name is Triisopropylsilanol, and the molecular formula is C9H22OSi, Recommanded Product: Triisopropylsilanol.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Fasano, Valerio published the artcileDivergent, Stereospecific Mono- and Difluoromethylation of Boronic Esters, Computed Properties of 608534-44-7, the publication is Angewandte Chemie, International Edition (2020), 59(22), 8502-8506, database is CAplus and MEDLINE.

There is considerable interest in incorporating fluorine into agrochems. and pharmaceuticals to improve their biol. properties. While a number of methods have been reported for installing CH₂F and CHF₂ groups, they are mainly limited to radical reactions, which are invariably racemic. Herein, we report the divergent, stereospecific reaction of fluoroiodomethyllithium with boronic esters to give α-fluoro-boronic esters. These unique intermediates can be readily transformed into the corresponding mono- or difluoromethylated compounds through proto- or fluorodeboronation, resp. The use of the highly unstable fluoroiodomethyllithium was key to allowing rapid 1,2-migration over competing decomposition of the carbanion. DFT calculations informed and supported the exptl. findings. Thus, e.g., homologation of I with FCH₂I/LDA → II (90%); protodeboronation using 4-tBu-catechol/TFA afforded III (90%).

Angewandte Chemie, International Edition published new progress about 608534-44-7. 608534-44-7 belongs to alcohols-buliding-blocks, auxiliary class Other Aromatic,Boronic acid and ester,Boronate Esters,Boronic Acids,Boronic acid and ester, name is 2-(2,3-Dihydro-1H-inden-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, and the molecular formula is C15H21BO2, Computed Properties of 608534-44-7.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Grimster, Neil P. published the artcileAlkynes to (E)-enolates using tandem catalysis: stereoselective anti-aldol and syn-[3,3]-rearrangement reactions, Computed Properties of 17877-23-5, the publication is Tetrahedron (2010), 66(33), 6429-6436, database is CAplus.

A new tandem catalysis strategy that transformed alkyne derivatives to (E)-enol-equivalent followed by either stereoselective anti-selective aldol coupling or syn-selective [3,3]-rearrangement transformations was reported. The mechanism was thought to proceed through an interchanging series of Lewis acid and Bronsted acid catalyzed reactions via the intermediacy of a ketiminum ion species. For example, the scandium(III) triflate-catalyzed reaction of alkyne I with Me₂CHCHO and triphenylsilanol afforded adduct II in 73% yield and dr >95:5, while zinc triflate-catalyzed reaction of (E)-PhCH:CHCH₂OH with I gave III in 88% yield and dr >95:5.

Tetrahedron published new progress about 17877-23-5. 17877-23-5 belongs to alcohols-buliding-blocks, auxiliary class Protection and Derivatization Reagent, name is Triisopropylsilanol, and the molecular formula is C9H22OSi, Computed Properties of 17877-23-5.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts