Tag: 200-300

Frey, Guido D.; Rentzsch, Christoph F.; von Preysing, Denise; Scherg, Tobias; Muehlhofer, Michael; Herdtweck, Eberhardt; Herrmann, Wolfgang A. published their research in Journal of Organometallic Chemistry on December 15 ,2006. The article was titled 《N-Heterocyclic carbenes. Part 48. Rhodium and iridium complexes of N-heterocyclic carbenes: Structural investigations and their catalytic properties in the borylation reaction》.Formula: C14H21BO2 The article contains the following contents:

Bridged and unbridged N-heterocyclic carbene (NHC) ligands are metalated with [Ir/Rh(COD)2Cl]2 to give Rh(I/III) and Ir(I) mono- and biscarbene substituted complexes. All complexes were characterized by spectroscopy, and in addition [Ir(COD)(NHC)2][Cl,I] [COD = 1,5-cyclooctadiene, NHC = 1,3-dimethyl- or 1,3-dicyclohexylimidazolin-2-ylidene] (1, 4, resp.), and the bis(carbene) chelate complexes [(η4-1,5-cyclooctadiene)(1,1′-di-n-butyl-3,3′-ethylene-diimidazolin-2,2′-diylidene)iridium(I) bromide] (12) and [(η4-1,5-cyclooctadiene)(1,1′-dimethyl-3,3′-o-xylylene-diimidazolin-2,2′-diylidene)iridium(I) bromide] (14) were characterized by single crystal x-ray anal. The relative σ-donor/π-acceptor qualities of various NHC ligands were examined and classified in monosubstituted NHC-Rh and NHC-Ir dicarbonyl complexes by IR spectroscopy. For the 1st time, bis(carbene)-substituted Ir complexes were used as catalysts in the synthesis of arylboronic acids starting from pinacolborane and arene derivatives2-(3,4-Dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane(cas: 401797-00-0Formula: C14H21BO2) was used in this study.

2-(3,4-Dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane(cas: 401797-00-0) belongs to hydroxy-containing compounds. Hydroxy-containing compounds engage in intermolecular hydrogen bonding increasing the electrostatic attraction between molecules and thus to higher boiling and melting points than found for compounds that lack this functional group. Organic compounds, which are often poorly soluble in water, become water-soluble when they contain two or more hydroxy groups, as illustrated by sugars and amino acid.Formula: C14H21BO2

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Cai, Aijie; Yan, Wenhao; Wang, Chao; Liu, Wei published their research in Angewandte Chemie, International Edition on December 20 ,2021. The article was titled 《Copper-Catalyzed Difluoromethylation of Alkyl Iodides Enabled by Aryl Radical Activation of Carbon-Iodine Bonds》.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 article contains the following contents:

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. In the part of experimental materials, we found many familiar compounds, such as ((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol(cas: 20880-92-6Name: ((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol)

((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol(cas: 20880-92-6) is a useful reactant for examining the effectiveness of sulfamate and sulfamide groups for the inhibition of carbonic anhydrase-​II (CA-​II)​. And it is used as chiral auxiliaries in Michael and Aldol addition reactions.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:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Category: alcohols-buliding-blocksOn November 1, 2019 ,《Development of theranostic active-targeting boron-containing gold nanoparticles for boron neutron capture therapy (BNCT)》 appeared in Colloids and Surfaces, B: Biointerfaces. The author of the article were Wu, Chun-Yi; Lin, Jia-Jia; Chang, Wen-Yi; Hsieh, Cheng-Ying; Wu, Chin-Ching; Chen, Hong-Sen; Hsu, Hung-Ju; Yang, An-Suei; Hsu, Ming-Hua; Kuo, Wei-Ying. The article conveys some information:

This study aims to develop theranostic AuNP-boron cage assemblies (B-AuNPs) and evaluate its feasibility for BNCT. The com. citrate-coated AuNPs were subjected to PEGylation, azide addition, and carborane modification on the surface. To further arm the AuNPs, we conjugated anti-HER2 antibody (61 IgG) with boron-containing PEGylated AuNPs to form 61-B-AuNPs. The diameter and radiolabeling efficiency of boron-containing AuNPs were determined by dynamic light scattering (DLS) and radio thin-layer chromatog. (radio TLC), resp. Noninvasive single-photon emission computed tomog. (SPECT)/computed tomog. (CT) imaging was performed to determine the pharmacokinetics of radioiodinated AuNPs in N87 gastric cancer xenografts, and the content of boron in tumor and muscle was assessed by inductively coupled plasma mass spectrometry (ICP-MS). After the 3-step modification, the diameter of B-AuNPs increased by ~25 nm, and antibody conjugation did not affect the diameter of AuNPs. Radioactive iodine (I-123) was introduced in AuNPs by Click chem. under copper catalysis. The radiolabeling efficiency of 123I-B-AuNPs and 123I-61-B-AuNPs was approx. 60 ± 5%. After purification, the radiochem. purity (RCP) of these NPs was greater than 90%. MicroSPECT/CT imaging showed that the tumor-to-muscle (T/M) ratio of 123I-B-AuNP-injected mice reached 1.91 ± 0.17 at 12 h post-injection, while that of 123I-61-B-AuNP-injected mice was 12.02 ± 0.94. The experimental part of the paper was very detailed, including the reaction process of 2,5-Dioxopyrrolidin-1-yl 2-(acetylthio)acetate(cas: 76931-93-6Category: alcohols-buliding-blocks)

2,5-Dioxopyrrolidin-1-yl 2-(acetylthio)acetate(cas: 76931-93-6) belongs to pyrrolidine. Pyrrolidine being a good nucleophile easily undergoes electrophilic substitution reactions with different electrophiles such alkyl halides and acyl halides, and forms N-substituted pyrrolidines. N-Alkylpyrrolidine on further reaction with alkyl halide provided quaternary salts.Category: alcohols-buliding-blocks

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Application In Synthesis of ((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanolOn November 30, 2021 ,《Preparation and pyrolysis of two Amadori analogues as flavor precursors》 appeared in Journal of Analytical and Applied Pyrolysis. The author of the article were Li, Rui; Yin, Xiaoqing; Zhang, Shiyi; Yang, Jinchu; Zhao, Mingqin. The article conveys some information:

Amadori compounds, produced during Maillard reaction, are considered as precursors of flavor compounds On the basis of Amadori compounds, herein two Amadori analogs, di-O-isopropylidene-2,3:4,5-β-D-fructopyranosyl alanine ester (A-ARP) and di-O-isopropylidene-2,3:4,5-β-D-fructopyranosyl proline ester (P-ARP), were chem. synthesized and their possibility as flavor precursors was evaluated by thermogravimetry (TG), derivative thermogravimetry (DTG), differential scanning calorimetry (DSC), and pyrolysis gas chromatog.-mass spectrometry (Py-GC/MS). TG-DTG analyses indicated that the samples were stable at room temperature, and the largest mass-loss rates (Tp) were at 208 and 278 °C, resp. Upon thermal pyrolysis, the major flavor substances were butan-2-one, Et propionate, furfural, and DL-limonene for A-ARP, while 2,5-dimethylfuran, heptan-2-one, acetophenone, and 1H-pyrrole for P-ARP. The flavor profiles are different from that of corresponding Amadori compounds, and are influenced by pyrolytic temperatures These results provide one method to regulate the species and amounts of the degraded flavor products. Finally, the possible mechanisms of the pyrolytic processes are proposed. In the experimental materials used by the author, we found ((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol(cas: 20880-92-6Application In Synthesis of ((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol)

((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol(cas: 20880-92-6) is a useful reactant for examining the effectiveness of sulfamate and sulfamide groups for the inhibition of carbonic anhydrase-​II (CA-​II)​.Application In Synthesis of ((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 it is used as chiral auxiliaries in Michael and Aldol addition reactions.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

《Palladium-Catalyzed Regiodivergent Substitution of Propargylic Carbonates》 was published in Chemistry – A European Journal in 2016. These research results belong to Locascio, Theresa M.; Tunge, Jon A.. Product Details of 63012-03-3 The article mentions the following:

The palladium(0)-catalyzed, ligand-controlled, regioselective addition of diaryl acetonitrile pronucleophiles to propargylic carbonates is reported. Selective formation of either terminal 1,3-dienyl or propargylated products is proposed to arise from a change in reaction mechanism controlled by the denticity of the coordinating ligand. After reading the article, we found that the author used (3-Chlorophenyl)(phenyl)methanol(cas: 63012-03-3Product Details of 63012-03-3)

(3-Chlorophenyl)(phenyl)methanol(cas: 63012-03-3) belongs to hydroxy-containing compounds. Hydroxy-containing compounds engage in intermolecular hydrogen bonding increasing the electrostatic attraction between molecules and thus to higher boiling and melting points than found for compounds that lack this functional group.Product Details of 63012-03-3 Organic compounds, which are often poorly soluble in water, become water-soluble when they contain two or more hydroxy groups, as illustrated by sugars and amino acid.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

《A Multistage Halogen Bond Catalyzed Strain-Release Glycosylation Unravels New Hedgehog Signaling Inhibitors》 was written by Xu, Chunfa; Loh, Charles C. J.. Related Products of 20880-92-6 And the article was included in Journal of the American Chemical Society on April 3 ,2019. The article conveys some information:

Halogen bonding (XB) has recently emerged as a promising noncovalent activation mode that can be employed in catalysis. However, methodologies utilizing XB remain rare, and the hydrogen-bonding (HB) catalysis congeners are more widespread in comparison. Herein, we demonstrate a remarkable case whereby employment of XB catalysis in strain-release glycosylation generates O,N-glycosides in excellent anomeric selectivity exceeding HB activation. Deeper investigation unraveled XB catalyst dependencies on multiple stages of the mechanism and a hitherto unknown XB-glycosyl acceptor activation. We present a proof of concept to interrogate sp3-rich glycosidic chem. space for novel biol. activity, by integrating XB-catalyzed construction of a glycosidic compound collection, and evaluating these analogs via cell-based phenotypic screens. We show that XB-catalyzed strain-release glycosylation defines a new class of glycosides that inhibit the hedgehog signaling pathway through a nonsmoothened mode of action, opening new opportunities to combat acquired cancer resistance. In the experiment, the researchers used ((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol(cas: 20880-92-6Related Products of 20880-92-6)

((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol(cas: 20880-92-6) is a useful reactant for examining the effectiveness of sulfamate and sulfamide groups for the inhibition of carbonic anhydrase-​II (CA-​II)​.Related Products of 20880-92-6 And it is used as chiral auxiliaries in Michael and Aldol addition reactions.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

《Stereodivergent Asymmetric Synthesis of α,β-Disubstituted β-Aminoalkylboronic Acid Derivatives via Group-Selective Protodeboronation Enabling Access to the Elusive Anti Isomer》 was published in Journal of the American Chemical Society in 2020. These research results belong to Li, Xiangyu; Hall, Dennis G.. Quality Control of Bis[(pinacolato)boryl]methane The article mentions the following:

Chiral β-aminoalkylboronates generate growing interest as versatile synthetic building blocks to access β-aminoalcs. and other useful compounds, and also as bioisosteres of β-amino acids in drug discovery. In this study, the lack of methodol. to access both syn and anti diastereomers of optically enriched, acyclic α,β-disubstituted β-aminoalkylboronates is addressed with the development of a divergent, diastereoselective strategy for the monoprotodeboration of β-amino gem-bis(boronate) precursors. To this end, new reaction conditions were successfully optimized to provide the elusive anti diastereomer by inverting a sequence of desulfinylation and protodeboronation. The desired syn or anti isomers are isolated independently in good yields and excellent diastereoselectivity (up to >20:1 dr) for a wide scope of substituents. The diastereotopic group selectivity of the new conditions yielding the anti isomer is rationalized by invoking a reactive rotamer featuring two ammonium-boronate hydrogen bonds, which enables phosphate coordination to boron with a concomitant, stereoretentive protonation of the C-B bond. The accessibility and utility of both diastereomers of these α,β-disubstituted β-aminoalkylboronates is exemplified with the functionalization of the amino group, stereospecific oxidation to β-amino alcs. and C-C bond transformations of the secondary alkylboronate, and the preparation of free boronic acids and hemiboronic heterocycles. After reading the article, we found that the author used Bis[(pinacolato)boryl]methane(cas: 78782-17-9Quality Control of Bis[(pinacolato)boryl]methane)

Bis[(pinacolato)boryl]methane(cas: 78782-17-9) belongs to organoboron compounds.Quality Control of Bis[(pinacolato)boryl]methane Organoboron compounds have been a cornerstone of synthetic transformations for decades. Areas such as boron-containing catalysts, metalate chemistry, photoredox methods, and boryl anions have brought significant new developments in understanding and provided new reactivity upon.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

The author of 《Alkyl Carbagermatranes Enable Practical Palladium-Catalyzed sp2-sp3 Cross-Coupling》 were Xu, Meng-Yu; Jiang, Wei-Tao; Li, Ying; Xu, Qing-Hao; Zhou, Qiao-Lan; Yang, Shuo; Xiao, Bin. And the article was published in Journal of the American Chemical Society in 2019. Recommanded Product: Bis[(pinacolato)boryl]methane The author mentioned the following in the article:

Pd-catalyzed cross-coupling reactions have achieved tremendous accomplishments in the past decades. However, C(sp3)-hybridized nucleophiles generally remain as challenging coupling partners due to their sluggish transmetalation compared to the C(sp2)-hybridized counterparts. While a single-electron-transfer-based strategy using C(sp3)-hybridized nucleophiles had made significant progress recently, fewer breakthroughs have been made concerning the traditional two-electron mechanism involving C(sp3)-hybridized nucleophiles. In this report, we present a series of unique alkyl carbagermatranes that were proven to be highly reactive in cross-coupling reactions with our newly developed electron-deficient phosphine ligands. Generally, secondary alkyl carbagermatranes show slightly lower, yet comparable activity to its Sn analog. Meanwhile, primary alkyl carbagermatranes exhibit high activity, and they were also proved stable enough to be compatible with various reactions. Chiral secondary benzyl carbagermatrane gave the coupling product under base/additive-free conditions with its configuration fully inversed, suggesting that transmetalation was carried out in an “”SE2(open) Inv”” pathway, which is consistent with Hiyama’s previous observation. Notably, the cross-coupling of primary alkyl carbagermatranes could be performed under base/additive-free conditions with excellent functional group tolerance and therefore may have potentially important applications such as stapled peptide synthesis. The experimental part of the paper was very detailed, including the reaction process of Bis[(pinacolato)boryl]methane(cas: 78782-17-9Recommanded Product: Bis[(pinacolato)boryl]methane)

Bis[(pinacolato)boryl]methane(cas: 78782-17-9) belongs to organoboron compounds.Recommanded Product: Bis[(pinacolato)boryl]methane Organoboron compounds have been a cornerstone of synthetic transformations for decades. Areas such as boron-containing catalysts, metalate chemistry, photoredox methods, and boryl anions have brought significant new developments in understanding and provided new reactivity upon.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

In 2019,Journal of Colloid and Interface Science included an article by Mu, Xiaowei; Zhan, Jing; Wang, Junling; Cai, Wei; Yuan, Bihe; Song, Lei; Hu, Yuan. Safety of 2,4,6-Trihydroxybenzene-1,3,5-tricarbaldehyde. The article was titled 《A novel and efficient strategy to exfoliation of covalent organic frameworks and a significant advantage of covalent organic frameworks nanosheets as polymer nano-enhancer: High interface compatibility》. The information in the text is summarized as follows:

To overcome the shortcomings of inefficiency in the preparation of covalent organic frameworks (COFs) nanosheets by ball milling, a gram-scale method to preparing COFs nanosheets with Bu lithium as the intercalation agent has been proposed. A significant advantage of COFs nanosheets that display good interface compatibility has been discovered through experiments Due to their special organic crystalline structure and hydrogen bonding effects, COFs nanosheets without any modification show good interface compatibility, good dispersibility and enhancement in the mech. properties of PVA matrix even at the loading as high as 9.6 wt%. Meanwhile, thermal, hydrophobic and flame retardant performances of PVA/COFs nanosheets nanocomposite have also been strengthened. This work should provide a guidance for the preparation of multifunctional nanocomposites with high loading. The experimental process involved the reaction of 2,4,6-Trihydroxybenzene-1,3,5-tricarbaldehyde(cas: 34374-88-4Safety of 2,4,6-Trihydroxybenzene-1,3,5-tricarbaldehyde)

2,4,6-Trihydroxybenzene-1,3,5-tricarbaldehyde(cas: 34374-88-4) is a member of phloroglucinol derivatives.Safety of 2,4,6-Trihydroxybenzene-1,3,5-tricarbaldehydeFor acyl phloroglucinols, it is considered the largest category of compounds among phloroglucinols of natural characteristics.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

In 2018,Lee, Yeosan; Park, Jinyoung; Cho, Seung Hwan published 《Generation and Application of (Diborylmethyl)zinc(II) Species: Access to Enantioenriched gem-Diborylalkanes by an Asymmetric Allylic Substitution》.Angewandte Chemie, International Edition published the findings.Name: Bis[(pinacolato)boryl]methane The information in the text is summarized as follows:

Authors report the successful generation of (diborylmethyl)zinc(II) species by transmetalation between isolable (diborylmethyl)lithium and zinc(II) halide (X = Br, Cl) and their application in the synthesis of enantioenriched gem-diborylalkanes bearing a stereogenic center at the β-position of the diboryl groups by an asym. allylic substitution reaction. The reaction has a broad substrate scope, and various enantioenriched gem-diborylalkanes can be obtained in good yields with excellent enantioselectivity. Further elaboration of the enantioenriched gem-diborylalkanes provides access to a diverse set of valuable chiral building blocks. In the experiment, the researchers used Bis[(pinacolato)boryl]methane(cas: 78782-17-9Name: Bis[(pinacolato)boryl]methane)

Bis[(pinacolato)boryl]methane(cas: 78782-17-9) belongs to organoboron compounds.Name: Bis[(pinacolato)boryl]methane Organoboron compounds have been a cornerstone of synthetic transformations for decades. Areas such as boron-containing catalysts, metalate chemistry, photoredox methods, and boryl anions have brought significant new developments in understanding and provided new reactivity upon.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts