Month: December 2022

Mahale, Rajendra D. published the artcileCorey-Itsuno Reduction of Ketones: A Development of Safe and Inexpensive Process for Synthesis of Some API Intermediates, Related Products of alcohols-buliding-blocks, the publication is Organic Process Research & Development (2012), 16(4), 710-713, database is CAplus.

A safe and inexpensive procedure for asym. reduction of ketones using in situ prepared N,N-diethylaniline borane (DEANB) and oxazaborolidine catalyst from sodium borohydride, N,N-diethylaniline hydrochloride and (S)-α,α-diphenylprolinol is described. This protocol is demonstrated successfully to manufacture enantiopure dapoxetine at the plant scale.

Organic Process Research & Development published new progress about 156453-53-1. 156453-53-1 belongs to alcohols-buliding-blocks, auxiliary class Chiral,Benzene,Naphthalene,Alcohol,Ether, name is (R)-3-(Naphthalen-1-yloxy)-1-phenylpropan-1-ol, and the molecular formula is C19H18O2, Related Products of alcohols-buliding-blocks.

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

Sun, Jianghao published the artcileStudy on Human Urinary Metabolic Profiles after Consumption of Kale and Daikon Radish using a High-resolution Mass Spectrometry-Based Non-targeted and Targeted Metabolomic Approach, Formula: C8H8O3, the publication is Journal of Agricultural and Food Chemistry (2020), 68(48), 14307-14318, database is CAplus and MEDLINE.

In the present study, urine samples were collected from healthy human volunteers to determine the metabolic fates of phenolic compounds and glucosinolates after a single meal of kale and daikon radish. The major glucosinolates and phenolic compounds in kale and daikon radish were measured. The urinary metabolome after feeding at different time periods was investigated. A targeted metabolite anal. method was developed based on the known metabolic pathways for glucosinolates and phenolic compounds Using a targeted approach, a total of 18 metabolites were found in urine: 4 from phenolic compounds and 14 from glucosinolates. Among these metabolites, 4-methylsulfinyl-3-butenyl isothiocyanate, 4-methylsulfinyl-3-butenyl isothiocyanate-cysteine, and 4-methylsulfinyl-3-butenylglucosinolate-N-acetyl cysteine were reported for the first time in human urine. The combination of non-targeted and targeted metabolomic approaches can gain a full metabolite profile for human dietary intervention studies.

Journal of Agricultural and Food Chemistry published new progress about 621-37-4. 621-37-4 belongs to alcohols-buliding-blocks, auxiliary class Carboxylic acid,Benzene,Phenol,Natural product, name is 3-Hydroxyphenylacetic acid, and the molecular formula is C5H9IO2, Formula: C8H8O3.

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

Urban, Frank J. published the artcileLipophilic 1,3-xylyl-21-crown-6 macrocyclic polyether 2-carboxylic acids as biological mimics of the ionophore antibiotics, Product Details of C14H22O2, the publication is Journal of Medicinal Chemistry (1990), 33(2), 765-71, database is CAplus and MEDLINE.

Twelve lipophilic 1,3-xylyl-21-crown-6 macrocyclic polyether 2-carboxylic acids, e.g. I (R = H, Me, PhCH₂; n = 1), two lariat ether 1,3-xylyl-21-crown-6 macrocyclic polyether 2-carboxylic acids II (R¹ = H, Me₃C) and two 1,3-xyly-28-crown-8 macrocyclic polyether 2-carboxylic acids I (R = H, Me, n = 2) were synthesized and tested for in vitro antibacterial activity, in vitro stimulation of rumen propionic acid production, and in vivo anticoccidial activity in chickens. These are biol. screens relevant to animal health areas where the ionophore antibiotics such as monensin have found application. While the parent structure without lipophilic substituents was biol. inactive, the lipophilic macrocycles were active in the two in vitro tests but not against chicken coccidiosis. One compound I (R = Me, n = 1) was tested in cattle and was found to increase levels of propionic acid in the rumen fermentation This effect is considered an important factor for increasing the efficiency of feed utilization in cattle exhibited by the ionophore antibiotic monensin. The alkali ion salts of these lipophilic macrocyclic polyether carboxylic acids are very soluble in organic solvents and insoluble in water. These compounds are proposed to act as ion-transport agents and functional mimics of the ionophore antibiotics in the biol. systems described above.

Journal of Medicinal Chemistry published new progress about 1139-46-4. 1139-46-4 belongs to alcohols-buliding-blocks, auxiliary class Benzene,Phenol, name is 4-(2,4,4-Trimethylpentan-2-yl)benzene-1,2-diol, and the molecular formula is C9H8FNO2, Product Details of C14H22O2.

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

Turdi, Huji published the artcileScreening Hit to Clinical Candidate: Discovery of BMS-963272, a Potent, Selective MGAT2 Inhibitor for the Treatment of Metabolic Disorders, Name: 3,3,3-Trifluoropropan-1-ol, the publication is Journal of Medicinal Chemistry (2021), 64(19), 14773-14792, database is CAplus and MEDLINE.

MGAT2 inhibition is a potential therapeutic approach for the treatment of metabolic disorders. High-throughput screening of the BMS internal compound collection identified the aryl dihydropyridinone compound 1 (hMGAT2 IC₅₀ = 175 nM) as a hit. Compound 1 had moderate potency against human MGAT2, was inactive vs mouse MGAT2 and had poor microsomal metabolic stability. A novel chem. route was developed to synthesize aryl dihydropyridinone analogs to explore structure-activity relationship around this hit, leading to the discovery of potent and selective MGAT2 inhibitors 21f, 21s, and 28e that are stable to liver microsomal metabolism After triaging out 21f due to its inferior in vivo potency, pharmacokinetics, and structure-based liabilities and tetrazole 28e due to its inferior channel liability profile, 21s (BMS-963272) was selected as the clin. candidate following demonstration of on-target weight loss efficacy in the diet-induced obese mouse model and an acceptable safety and tolerability profile in multiple preclin. species.

Journal of Medicinal 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 C18H20N2O12, Name: 3,3,3-Trifluoropropan-1-ol.

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

Sengupta, Debasis published the artcileStudies on the Norrish type II reactions of aliphatic α-diketones and the accompanying cyclization and disproportionation of 1 : 4 biradicals, Safety of 1-Methylcyclobutan-1-ol, the publication is Journal of Photochemistry and Photobiology, A: Chemistry (1993), 75(2), 151-62, database is CAplus.

The Norrish type II process of several alkyl diketones was examined using the AM1 semi-empirical MO method with complete geometry optimization at the CI level in the RHF frame. UHF calculations of the triplet state of the diketone lead to a decrease in symmetry and strong localization of excitation on one carbonyl. The results of RHF+CI reveal that diketones have much lower reactivities than monoketones and the barriers to conformational change in diketones play an important role in the triplet reaction. The cyclization and disproportionation reactions of the resulting 1:4 biradicals were studied in the UHF frame and the results were compared with those derived from alkyl monoketones. In many respects, the reactions of 1:4 biradicals derived from alkyl monoketones parallel those derived from diketones. The free valence indexes on the radical sites correlate qual. with the radical-like reactivities.

Journal of Photochemistry and Photobiology, A: Chemistry published new progress about 20117-47-9. 20117-47-9 belongs to alcohols-buliding-blocks, auxiliary class Aliphatic cyclic hydrocarbon,Alcohol, name is 1-Methylcyclobutan-1-ol, and the molecular formula is C16H25BO2, Safety of 1-Methylcyclobutan-1-ol.

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

Thiruvengetam, Prabaharan published the artcileControlled and Predictably Selective Oxidation of Activated and Unactivated C(sp³)-H Bonds Catalyzed by a Molybdenum-Based Metallomicellar Catalyst in Water, Recommanded Product: 4-Propylphenol, the publication is Journal of Organic Chemistry (2022), 87(6), 4061-4077, database is CAplus and MEDLINE.

The synthesis of carbonyl derivatives from renewable feedstocks, by direct oxidation/functionalization of activated and unactivated C(sp³)-H bonds under a controlled and predictably selective fashion, especially in late stages, remains a formidable challenge. Herein, for the first time, cost-effective and widely applicable protocols for controlled and predictably selective oxidation of petroleum waste and feedstock ingredients like methyl-/alkylarenes to corresponding value-added carbonyls have been developed, using a surfactant-based oxodiperoxo molybdenum catalyst in water. The methodologies use hydrogen peroxide (H₂O₂) as an environmentally benign green oxidant, and the reactions preclude the need of any external base, additive, or cocatalyst and can be operated under mild eco-friendly conditions. The developed protocols show a wide substrate scope and eminent functional group tolerance, especially oxidation-liable and reactive boronic acid groups. Upscaled multigram synthesis of complex steroid mols. by late-stage oxidation proves the robustness and practical utility of the current protocol since it employs an inexpensive recyclable catalyst and an easily available oxidant. A plausible mechanism has been proposed with the help of few controlled experiments and kinetic and computational studies.

Journal of Organic Chemistry published new progress about 645-56-7. 645-56-7 belongs to alcohols-buliding-blocks, auxiliary class Liquid Crystal &OLED Materials, name is 4-Propylphenol, and the molecular formula is C12H10FeO4, Recommanded Product: 4-Propylphenol.

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

Dhiman, Mahak published the artcileOrganosilane oxidation with a half million turnover number using fibrous nanosilica supported ultrasmall nanoparticles and pseudo-single atoms of gold, Synthetic Route of 597-52-4, the publication is Journal of Materials Chemistry A: Materials for Energy and Sustainability (2017), 5(5), 1935-1940, database is CAplus.

The combination of ultrasmall nanoparticles and pseudo-single atoms of gold (Au) and fibrous nanosilica (KCC-1) functionalized with 3-aminopropyltriethoxysilane (APTS) enabled the design of KCC-1-APTS/Au nanocatalysts with very high turnover numbers (TONs). KCC-1-APTS/Au catalyzed the oxidation of organosilanes to silanols, with a TON of approx. half a million (591 000 for dimethylphenyl silane as a model substrate). Addnl., the figure-of-merit (FOM), which provides an integrated view of the rate of the reaction, the energy required, the reaction scale and the recyclability of the catalysts, was 633 mmol h^-1 K^-1. KCC-1-APTS/Au also catalyzed two addnl. challenging reactions, the alcoholysis of silane and the hydrosilylation of aldehydes, with very high TONs. These characteristics make KCC-1-APTS/Au a versatile nanocatalyst.

Journal of Materials Chemistry A: Materials for Energy and Sustainability published new progress about 597-52-4. 597-52-4 belongs to alcohols-buliding-blocks, auxiliary class Aliphatic Chain, name is Triethylsilanol, and the molecular formula is C6H16OSi, Synthetic Route of 597-52-4.

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

Dhiman, Mahak published the artcileOrganosilane oxidation with a half million turnover number using fibrous nanosilica supported ultrasmall nanoparticles and pseudo-single atoms of gold, Name: Triisopropylsilanol, the publication is Journal of Materials Chemistry A: Materials for Energy and Sustainability (2017), 5(5), 1935-1940, database is CAplus.

The combination of ultrasmall nanoparticles and pseudo-single atoms of gold (Au) and fibrous nanosilica (KCC-1) functionalized with 3-aminopropyltriethoxysilane (APTS) enabled the design of KCC-1-APTS/Au nanocatalysts with very high turnover numbers (TONs). KCC-1-APTS/Au catalyzed the oxidation of organosilanes to silanols, with a TON of approx. half a million (591 000 for dimethylphenyl silane as a model substrate). Addnl., the figure-of-merit (FOM), which provides an integrated view of the rate of the reaction, the energy required, the reaction scale and the recyclability of the catalysts, was 633 mmol h^-1 K^-1. KCC-1-APTS/Au also catalyzed two addnl. challenging reactions, the alcoholysis of silane and the hydrosilylation of aldehydes, with very high TONs. These characteristics make KCC-1-APTS/Au a versatile nanocatalyst.

Journal of Materials Chemistry A: Materials for Energy and Sustainability 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

Jana, Rahul Dev published the artcileDioxygen Activation and Mandelate Decarboxylation by Iron(II) Complexes of N4 Ligands: Evidence for Dioxygen-Derived Intermediates from Cobalt Analogues, Application In Synthesis of 90-64-2, the publication is Inorganic Chemistry (2022), 61(27), 10461-10476, database is CAplus and MEDLINE.

The isolation, characterization, and dioxygen reactivity of monomeric [(TPA)M^II(mandelate)]⁺ (M = Fe, 1; Co, 3) and dimeric [(BPMEN)₂M₂^II(μ-mandelate)₂]²⁺ (M = Fe, 2; Co, 4) (TPA = tris(2-pyridylmethyl)amine and BPMEN = N¹,N²-dimethyl-N¹,N²-bis(pyridin-2-yl-methyl)ethane-1,2-diamine) complexes are reported. The iron(II)- and cobalt(II)-mandelate complexes react with dioxygen to afford benzaldehyde and benzoic acid in a 1:1 ratio. In the reactions, one oxygen atom from dioxygen is incorporated into benzoic acid, but benzaldehyde does not derive any oxygen atom from dioxygen. While no O₂-derived intermediate is observed with the iron(II)-mandelate complexes, the analogous cobalt(II) complexes react with dioxygen at a low temperature (-80°) to generate the corresponding cobalt(III)-superoxo species (S), a key intermediate implicated in the initiation of mandelate decarboxylation. At -20°, the cobalt(II)-mandelate complexes bind dioxygen reversibly giving μ-1,2-peroxo-dicobalt(III)-mandelate species (P). The geometric and electronic structures of the O₂-derived intermediates (S and P) were established by computational studies. The intermediates S and P upon treatment with a protic acid undergo decarboxylation to afford benzaldehyde (50%) with a concomitant formation of the corresponding μ-1,2-peroxo-μ-mandelate-dicobalt(III) (P1) species. The crystal structure of a peroxide species isolated from the cobalt(II)-carboxylate complex [(TPA)Co^II(MPA)]⁺ (5) (MPA = 2-methoxyphenylacetate) supports the composition of P1. The observations of the dioxygen-derived intermediates from cobalt complexes and their electronic structure analyses not only provide information about the nature of active species involved in the decarboxylation of mandelate but also shed light on the mechanistic pathway of two-electron vs. four-electron reduction of dioxygen.

Inorganic Chemistry published new progress about 90-64-2. 90-64-2 belongs to alcohols-buliding-blocks, auxiliary class Carboxylic acid,Benzene,Alcohol,Natural product, name is 2-Hydroxy-2-phenylacetic acid, and the molecular formula is C8H8O3, Application In Synthesis of 90-64-2.

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

Ghosh, Ivy published the artcileSelective oxygenation of C-H and C=C bonds with H₂O₂ by high-spin cobalt(II)-carboxylate complexes, HPLC of Formula: 90-64-2, the publication is Dalton Transactions (2022), 51(6), 2480-2492, database is CAplus and MEDLINE.

Four cobalt(II)-carboxylate complexes [(6-Me₃-TPA)Co^II(benzoate)](BPh₄) (1), [(6-Me₃-TPA)Co^II(benzilate)](ClO₄) (2), [(6-Me₃-TPA)Co^II(mandelate)](BPh₄) (3), and [(6-Me₃-TPA)Co^II(MPA)](BPh₄) (4) (HMPA = 2-methoxy-2-phenylacetic acid) of the 6-Me₃-TPA (tris((6-methylpyridin-2-yl)methyl)amine) ligand were isolated to investigate their ability in H₂O₂-dependent selective oxygenation of C-H and CC bonds. All six-coordinate complexes contain a high-spin cobalt(II) center. While the cobalt(II) complexes are inert toward dioxygen, each of these complexes reacts readily with hydrogen peroxide to form a diamagnetic cobalt(III) species, which decays with time leading to the oxidation of the Me groups on the pyridine rings of the supporting ligand. Intramol. ligand oxidation by the cobalt-based oxidant is partially inhibited in the presence of external substrates, and the substrates are converted to their corresponding oxidized products. Kinetic studies and labeling experiments indicate the involvement of a metal-based oxidant in affecting the chemo- and stereo-selective catalytic oxygenation of aliphatic C-H bonds and epoxidation of alkenes. An electrophilic cobalt-oxygen species that exhibits a kinetic isotope effect (KIE) value of 5.3 in toluene oxidation by 1 is proposed as the active oxidant. Among the complexes, the cobalt(II)-benzoate (1) and cobalt(II)-MPA (4) complexes display better catalytic activity compared to their α-hydroxy analogs (2 and 3). Catalytic studies with the cobalt(II)-acetonitrile complex [(6-Me₃-TPA)Co^II(CH₃CN)₂](ClO₄)₂ (5) in the presence and absence of externally added benzoate support the role of the carboxylate co-ligand in oxidation reactions. The proposed catalytic reaction involves a carboxylate-bridged dicobalt complex in the activation of H₂O₂ followed by the oxidation of substrates by a metal-based oxidant.

Dalton Transactions published new progress about 90-64-2. 90-64-2 belongs to alcohols-buliding-blocks, auxiliary class Carboxylic acid,Benzene,Alcohol,Natural product, name is 2-Hydroxy-2-phenylacetic acid, and the molecular formula is C8H8O3, HPLC of Formula: 90-64-2.

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