Tag: M.W=250-300

Yang, Bo published the artcileEnantioselective Silylation of Aliphatic C-H Bonds for the Synthesis of Silicon-Stereogenic Dihydrobenzosiloles, Name: ((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol, the publication is Angewandte Chemie, International Edition (2020), 59(49), 22217-22222, database is CAplus and MEDLINE.

A Rh(I)-catalyzed enantioselective silylation of aliphatic C-H bonds for the synthesis of Si-stereogenic dihydrobenzosiloles is demonstrated. This reaction involves a highly enantioselective intramol. C(sp³)-H silylation of dihydrosilanes, followed by a stereospecific intermol. alkene hydrosilylation leading to the asym. tetrasubstituted silanes. A wide range of dihydrosilanes and alkenes displaying various functional groups are compatible with this process, giving access to a variety of highly functionalized Si-stereogenic dihydrobenzosiloles in good to excellent yields and enantioselectivities.

Angewandte Chemie, International Edition published new progress about 20880-92-6. 20880-92-6 belongs to alcohols-buliding-blocks, auxiliary class Other Aliphatic Heterocyclic,Chiral,Alcohol, name is ((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol, and the molecular formula is C19H21N, Name: ((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol.

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

Wu, Xiaoyun published the artcileBisphenol A Analogs Induce Cellular Dysfunction in Human Trophoblast Cells in a Thyroid Hormone Receptor-Dependent Manner: In Silico and In Vitro Analyses, Category: alcohols-buliding-blocks, the publication is Environmental Science & Technology (2022), 56(12), 8384-8394, database is CAplus and MEDLINE.

Bisphenol A (BPA) and its analogs are frequently detected in human daily necessities and environmental media. Placental thyroid hormone plays an important role in fetal development. Herein, we followed the adverse outcome pathway (AOP) to explore the toxic mechanisms of BPA and its analogs toward placental thyroid hormone receptor (TR). First, the TOX21 database was used, and the interactions between BPA analogs and the ligand-binding domains (LBDs) of two subtypes of TR (TRα and TRβ) were subjected to in silico screening using mol. docking (MD) and mol. dynamics simulation (MDS). Fluorescence spectra and CD showed that BPA and its analogs interfere with TRs as a mol. initiation event (MIE), including static fluorescence quenching and secondary structural content changes in TR-LBDs. Key events (KEs) of the AOP, including the toxicity induced in placental chorionic trophoblast cells (HTR-8/SVneo) by an inverted U-shaped dose effect and changes in ROS levels, were tested in vitro. BPA, BPB, and BPAF significantly changed the expression level of TRβ, and only BPAF significantly downregulated the expression level of TRα. In conclusion, our study contributes to the health risk assessment of BPA and its analogs regarding placental adverse outcomes (AOs).

Environmental Science & Technology 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 C18H23N3O4S, Category: alcohols-buliding-blocks.

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

Millar, Shannon published the artcileSome observations on detritylation in solid-phase oligonucleotide synthesis, COA of Formula: C19H14O2, the publication is Nucleic Acids Symposium Series (2008), 52(1), 311-312, database is CAplus and MEDLINE.

A symposium. The quality of oligodeoxyribonucleotides prepared by solid phase synthesis under different acid treatment time was compared. Much shorter acid delivery time did not lead to significant decrease of the full length products.

Nucleic Acids Symposium Series published new progress about 596-38-3. 596-38-3 belongs to alcohols-buliding-blocks, auxiliary class Other Aromatic Heterocyclic,Benzene,Alcohol, name is 9-Phenyl-9H-xanthen-9-ol, and the molecular formula is C19H14O2, COA of Formula: C19H14O2.

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

Cai, Aijie published the artcileCopper-Catalyzed Difluoromethylation of Alkyl Iodides Enabled by Aryl Radical Activation of Carbon-Iodine Bonds, SDS of cas: 20880-92-6, the publication is Angewandte Chemie, International Edition (2021), 60(52), 27070-27077, database is CAplus and MEDLINE.

A novel strategy that leveraged the halogen abstraction ability of aryl radicals, thereby engaging a diverse range of alkyl iodides in copper-catalyzed Negishi-type cross-coupling reactions at room temperature Specifically, aryl radicals generated via copper catalysis efficiently initiate the cleavage of the carbon-iodide bonds of alkyl iodides. The alkyl radicals thus generated enter the copper catalytic cycles to couple with a difluoromethyl zinc reagent, thus furnished the alkyl difluoromethane products. This unprecedented Negishi-type difluoromethylation approach was applied to the late-stage modification of densely functionalized pharmaceutical agents and natural products.

Angewandte Chemie, International Edition published new progress about 20880-92-6. 20880-92-6 belongs to alcohols-buliding-blocks, auxiliary class Other Aliphatic Heterocyclic,Chiral,Alcohol, name is ((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol, and the molecular formula is C12H20O6, SDS of cas: 20880-92-6.

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

Liang, Jun published the artcileSingle and mixed effects of prenatal exposure to multiple bisphenols on hemoglobin levels and the risk of anemia in pregnant women, Formula: C12H10O4S, the publication is Environmental Research (2022), 112625, database is CAplus and MEDLINE.

Bisphenols have endocrine-disrupting effects, which may disrupt Hb (Hb) homeostasis and lead to anemia. However, the effects of bisphenols on anemia remain unknown. Therefore, we assessed the effects of single- and multiple-exposure to bisphenols on Hb levels and anemia of pregnant women. The study involved 2035 pregnant women from Guangxi Zhuang Birth Cohort in China. Generalized linear regression, principal component anal. (PCA), quantile g-computation (Qgcomp), and Bayesian kernel machine regression (BKMR) were performed to examine the effects of serum bisphenols on Hb levels and the risk of anemia. After adjustment, elevated bisphenol A (BPA) levels were correlated with decreased Hb concentrations (β = -0.51; 95%CI: -0.92, -0.10) in the first trimester, and these correlations were more sensitive in mothers of males. Compared with the low-exposure group, bisphenol B (BPB) levels in the high-exposure group led to a 1.52 g/L (95%CI: -3.01, -0.03) decrease in Hb levels in the second trimester; tetrabromobisphenol A (TBBPA) levels in the high-exposure group led to a higher the risk of anemia in the third trimester (OR = 1.46; 95%CI: 1.07, 1.99); bisphenol F (BPF) in the high-exposure group led to lower Hb levels (β = -2.42; 95%CI:-4.69, -0.14) in mothers of male fetuses in the third trimester. Qgcomp showed that elevated levels of bisphenol mixture was correlated with (β = -1.42; 95%CI: -2.61, -0.24) decrease in Hb levels in the second trimester. PCA revealed a neg. association between PC2 and Hb levels in the first trimester (β = -0.89; 95%CI: -1.61, -0.17). Similarly, a neg. relationship was observed between PC1 and Hb levels in the third trimester among mothers with male fetuses (β = -1.00; 95%CI: -1.94, -0.06). Prenatal exposure to single and mixed bisphenols may decrease Hb levels and increase the risk of anemia during pregnancy, the associations may be greater in mothers with male fetuses than those with female fetuses.

Environmental Research 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, Formula: C12H10O4S.

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

Huang, Chaonan published the artcileAn efficient mixed-mode strong anion-exchange adsorbent based on functionalized polyethyleneimine for simultaneous solid phase extraction and purification of bisphenol analogues and monoalkyl phthalate esters in human urine, Name: 4,4′-Sulfonyldiphenol, the publication is Microchemical Journal (2022), 107536, database is CAplus.

In this study, a mixed-mode strong anion-exchange (MAX) adsorbent was developed based on amine-functionalized poly(divinylbenzene) (PDVB) functionalized with polyethyleneimine (PEI) followed by quaternization with glycidyl Ph ether (named as PDVB-QPEI). Fourier Transform IR spectroscopy and nitrogen adsorption-desorption experiments indicated that the PDVB-QPEI was successfully synthesized with a BET sp. surface area (SBET) of 118.5 m² g-1, pore volume of 0.37 cm3 g-1, and pore size of 16.41 nm. High ion-exchange capacity (IEC) of 0.57 mmol g-1 was achieved. The important parameters influencing SPE efficiency were optimized, including adsorbent mass, pH of the sample, type and volume of washing solvent and eluent. The practical capability of this novel PDVB-QPEI MAX adsorbent was tested for solid phase extraction and purification of bisphenol analogs and monoalkyl phthalate esters (MPEs) in urine samples. Outstanding extraction and cleanup efficiency were achieved simultaneously for urine samples due to high selectivity of the PDVB-QPEI adsorbent for bisphenol analogs and MPEs. Recovery values ranged from 80.1% to 102.4% with precision (relative standard devition, n = 3) below 6% for these blank urine samples spiked at different levels. The limit of detections (LODs) obtained by HPLC-DAD were in the range of 3-9 ng mL-1. The PDVB-QPEI is superior to com. adsorbents (Oasis HLB, C18 and Oasis MAX). These results demonstrated the great potential application of the PDVB-QPEI adsorbent in routine anal. of bisphenol analogs and MPEs in complex samples.

Microchemical Journal 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, Name: 4,4′-Sulfonyldiphenol.

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

Zhou, Xukai published the artcileOlefination via Cu-Mediated Dehydroacylation of Unstrained Ketones, COA of Formula: C12H20O6, the publication is Journal of the American Chemical Society (2021), 143(48), 20042-20048, database is CAplus and MEDLINE.

The dehydroacylation of ketones to olefins was realized under mild conditions, which exhibited a unique reaction pathway involving aromatization-driven C-C cleavage to remove the acyl moiety, followed by Cu-mediated oxidative elimination to form an alkene between the α and β carbons. The newly adopted N’-methylpicolinohydrazonamide (MPHA) reagent was key to enable efficient cleavage of ketone C-C bonds at room temperature Diverse alkyl- and aryl-substituted olefins, dienes and special alkenes were generated with broad functional group tolerance. Strategic applications of this method were also demonstrated.

Journal of the American Chemical Society published new progress about 20880-92-6. 20880-92-6 belongs to alcohols-buliding-blocks, auxiliary class Other Aliphatic Heterocyclic,Chiral,Alcohol, name is ((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol, and the molecular formula is C11H12O4, COA of Formula: C12H20O6.

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

Liu, Yong published the artcileConstruction of diverse C-S/C-Se bonds via nickel catalyzed reductive coupling employing thiosulfonates and a selenosulfonate under mild conditions, HPLC of Formula: 20880-92-6, the publication is Organic Chemistry Frontiers (2022), 9(5), 1375-1382, database is CAplus.

A nickel-catalyzed reductive cross coupling between organic iodides and thiosulfonates and a selenosulfonate under mild conditions was disclosed. This practical method provides a facile access to a series of unsym. thioethers with low catalyst loading, good functional group tolerance, and excellent chemo-selectivity. Notably, the synthetic applications of the approach feature scaling-up of reactions, late-stage modification of pharmaceuticals, and preparation of various useful targeted compounds, including sulfoximine, bipyridine, and vortioxetine. Primary mechanistic studies showed that a radical pathway was involved. Moreover, diverse C-S/C-Se bond formations were achieved under mild reaction conditions.

Organic Chemistry Frontiers published new progress about 20880-92-6. 20880-92-6 belongs to alcohols-buliding-blocks, auxiliary class Other Aliphatic Heterocyclic,Chiral,Alcohol, name is ((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol, and the molecular formula is C12H20O6, HPLC of Formula: 20880-92-6.

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

Pinto, Eduardo Costa published the artcileSensitive detection of topiramate degradation products by high-performance liquid chromatography/electrospray ionization mass spectrometry using ion-pairing reagents and polarity switching, HPLC of Formula: 20880-92-6, the publication is Rapid Communications in Mass Spectrometry (2019), 33(1), 116-124, database is CAplus and MEDLINE.

Rationale : The chromatog. anal. of topiramate and its degradation products is challenging due to the absence of chromophoric moieties in their structures, the wide polarity range of the compounds and their ionization differences. This work proposes two new mass spectrometry approaches for evaluating these analytes. Methods : Based on the calculated exptl. limit of detection (LOD), a highly sensitive high-performance liquid chromatog. (HPLC) paired-ion electrospray ionization mass spectrometry (PIESI-MS) method was developed for the determination of topiramate inorganic degradation products. The influence of different solvent systems on the LODs for topiramate and its main degradation products was determined in both pos./neg. ionization modes. In addition, a HPLC method to analyze both organic and inorganic degradation products was proposed by mass spectrometry with pos./neg. ion switching electrospray ionization. Results : A sensitive HPLC/PIESI-MS method was achieved for the efficient separation of topiramate inorganic degradation products. Both sulfate and sulfamate were detected in the pos. selected ion monitoring (SIM) mode with an increased sensitivity compared with the neg. SIM mode. The HPLC/ESI-MS anal. with pos./neg. ion switching allowed the simultaneous separation and detection of the major degradation products of topiramate in a 10-min run using a single column and a single detector. Conclusions : Two new alternative MS approaches for analyzing the main degradation products of topiramate were developed. The proposed methods are considered advantageous over the existing methods and can be applied to quality control studies of topiramate.

Rapid Communications in Mass Spectrometry published new progress about 20880-92-6. 20880-92-6 belongs to alcohols-buliding-blocks, auxiliary class Other Aliphatic Heterocyclic,Chiral,Alcohol, name is ((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol, and the molecular formula is C12H20O6, HPLC of Formula: 20880-92-6.

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

Jiang, Wei-Tao published the artcileAlkylation-Terminated Catellani Reactions Using Alkyl Carbagermatranes, Computed Properties of 20880-92-6, the publication is Angewandte Chemie, International Edition (2020), 59(46), 20450-20454, database is CAplus and MEDLINE.

The Catellani reaction has received substantial attention because it enables rapid multiple derivatization on aromatics While using alkyl electrophiles to achieve ortho-alkylation was one of the earliest applications of the Catellani reaction, ipso-alkylation-terminated reactions with β-H-containing reactants has not been realized to date. Herein, we report alkylation-terminated Catellani reaction using alkyl carbagermatranes (abbreviated as alkyl-Ge) as nucleophiles. The reactivity of alkyl-Ge and alkyl-B(OH)₂ in this reaction is discussed. This approach enables efficient dialkylation with β-H-containing reactants, which was previously inaccessible by Catellani reactions.

Angewandte Chemie, International Edition published new progress about 20880-92-6. 20880-92-6 belongs to alcohols-buliding-blocks, auxiliary class Other Aliphatic Heterocyclic,Chiral,Alcohol, name is ((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol, and the molecular formula is C12H20O6, Computed Properties of 20880-92-6.

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