14047-29-1Relevant articles and documents
Preparation, properties, and synthetic potentials of novel boronates in a fluorous version (fluorous boronates)
Chen, Dajun,Qing, Feng-Ling,Huang, Yangen
, p. 1003 - 1005 (2002)
(equation presented) 4a-j R = aryl, alkenyl, alkyl A series of boronic acids were attached to a fluorous tag by esterification. Functional transformations of these boronates together with the fluorous Suzuki coupling reaction illustrated their usefulness in fluorous-phase techniques.
An Amine Functionalized Metal-Organic Framework as an Effective Catalyst for Conversion of CO2 and Biginelli Reactions
Verma, Ashish,De, Dinesh,Tomar, Kapil,Bharadwaj, Parimal K.
, p. 9765 - 9771 (2017)
A highly porous and thermally stable anionic Zn(II)-framework, {[(CH3)2NH2+]2[Zn3((μ3-O))(L)2(H2O)]·4DMF·2H2O}n (1), having exposed metal sites and pendant amine groups has been synthesized adopting the solvothermal technique. This anionic 3D framework showed two-fold interpenetration with 45.1% void volume. It has a 3,6-c binodal net with rare sit 3,6-conn topology. The metal bound aqua ligand could be easily removed along with the guest molecules in the lattice upon activation to afford the desolvated framework 1′. This produced exposed metal sites that, along with the pendant amine groups incorporated in the ligand, generated a coordination space in the framework to make it an outstanding heterogeneous catalyst for the chemical fixation of CO2 with various epoxides under atmospheric pressure and in the three-component Biginelli reaction with different aldehydes, ethyl acetoacetate, and urea to afford dihydropyrimidinones.
Remote-Controlled Release of Singlet Oxygen by the Plasmonic Heating of Endoperoxide-Modified Gold Nanorods: Towards a Paradigm Change in Photodynamic Therapy
Kolemen, Safacan,Ozdemir, Tugba,Lee, Dayoung,Kim, Gyoung Mi,Karatas, Tugce,Yoon, Juyoung,Akkaya, Engin U.
, p. 3606 - 3610 (2016)
The photodynamic therapy of cancer is contingent upon the sustained generation of singlet oxygen in the tumor region. However, tumors of the most metastatic cancer types develop a region of severe hypoxia, which puts them beyond the reach of most therapeutic protocols. More troublesome, photodynamic action generates acute hypoxia as the process itself diminishes cellular oxygen reserves, which makes it a self-limiting method. Herein, we describe a new concept that could eventually lead to a change in the 100 year old paradigm of photodynamic therapy and potentially offer solutions to some of the lingering problems. When gold nanorods with tethered endoperoxides are irradiated at 808 nm, the endoperoxides undergo thermal cycloreversion, resulting in the generation of singlet oxygen. We demonstrate that the amount of singlet oxygen produced in this way is sufficient for triggering apoptosis in cell cultures. EPT sees the light: When gold nanorods with tethered endoperoxides are irradiated with near-infrared light, the endoperoxides undergo thermal cycloreversion, resulting in the generation of singlet oxygen. The amount of singlet oxygen generated by these nanocomposites is sufficient for triggering apoptosis in cell cultures.
Water-soluble polymeric photoswitching dyads impart super-resolution lysosome highlighters
Li, Chong,Hu, Zhe,Aldred, Matthew P.,Zhao, Ling-Xi,Yan, Hui,Zhang, Guo-Feng,Huang, Zhen-Li,Li, Alexander D. Q.,Zhu, Ming-Qiang
, p. 8594 - 8601 (2014)
In this report, we integrated a photoswitchable quencher, a highly emissive yet pH sensitive fluorophore, and a water-soluble polymer with controlled hydrophilicity into a functional nanosystem. The photoswitching quencher is based on dithienylethene (DTE) unit, while the pH-sensitive emitter is naphthalimide (NI) unit and the water-soluble polymer is obtained from polymerization of N-isopropylacrylamide (NIPAM). Together, these three units create a novel super-resolution lysosome highlighter, although individually none can function as a lysotracker. Because the emitter is sensitive to pH, the resulting polymer becomes highly fluorescent in acidic lysosomes. In addition, photoswitching regulates the fluorescence on and off and thus enables super-resolution localization of fluorescent polymers with sub-40 nm spatial resolution in imaging subcellular organelles. Thus, the concept presented here, including the photoswitchable DTE-pH-sensitive NI dyad, is promising to guide the development of future-generation super-resolution imaging agents.
Preparation method of anti-tumor drug Acalabrutinib key intermediate
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Paragraph 0021; 0038; 0040; 0046; 0052; 0058; 0064; 0070, (2019/01/14)
The invention relates to a preparation method of an anti-tumor drug Acalabrutinib key intermediate. The preparation method comprises the following steps: with para-bromotoluene as a raw material, generating para-toluene boric acid through a Grignard reaction; performing oxidation through a nickel catalyst and then cyclization; finally, under the effect of DMAP catalysis and EDC hydrochloride, combining 2-aminopyridine to obtain a target product N-2-pyridyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxacyclopentaborane-2-yl)benzamide. According to the preparation method provided by the invention, in the preparation process of N-2-pyridyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxacyclopentaborane-2-yl)benzamide, the use of high-pollution and high-risk solvent or catalyst is avoided, the aftertreatment is simple, the product has high purity and can be directly applied to next reaction without purification; moreover, the operation is simple, the pollution is little, and the cost is low; through an oxidation process of a relatively cheap nickel catalyst efficiently catalyzing potassium permanganate, the yield is increased, and the cost is remarkably lowered.
Bedford-type palladacycle-catalyzed miyaura borylation of aryl halides with tetrahydroxydiboron in water
Zernickel, Anna,Du, Weiyuan,Ghorpade, Seema A.,Sawant, Dinesh N.,Makki, Arwa A.,Sekar, Nagaiyan,Eppinger, J?rg
, p. 1842 - 1851 (2018/02/23)
A mild aqueous protocol for palladium catalyzed Miyaura borylation of aryl iodides, aryl bromides and aryl chlorides with tetrahydroxydiboron (BBA) as a borylating agent is developed. The developed methodology requires low catalyst loading of Bedford-type palladacycle catalyst (0.05 mol %) and works best under mild reaction conditions at 40 °C in short time of 6 h in water. In addition, our studies show that for Miyaura borylation using BBA in aqueous condition, maintaining a neutral reaction pH is very important for reproducibility and higher yields of corresponding borylated products. Moreover, our protocol is applicable for a broad range of aryl halides, corresponding borylated products are obtained in excellent yields up to 93% with 29 examples demonstrating its broad utility and functional group tolerance.
A N, 6 diphenyl pyrimidine -4 - amine Bcr - Abl inhibitor and its preparation method and application (by machine translation)
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Paragraph 0041; 0045; 0046, (2017/04/28)
The invention discloses a N, 6 diphenyl pyrimidine - 4 - amine Bcr - Abl inhibitor and its preparation method and application, the structural formula of the inhibitor for the wherein R is a single substituent or double-substituent, substituent is alkyl or halogen; R1 As a single substituent or double-substituent, substituent is alkyl or halogen. The series of inhibitors in vitro ABL1 kinase restraining effects, and can inhibit the proliferation of tumor cells, can be used for anti-tumor pharmaceutical preparation, in particular CML (chronic granulocytic leukemia) drug. The invention provides N, 6 diphenyl pyrimidine - 4 - amine Bcr - Abl inhibitor preparation method, raw materials are apt, mild reaction conditions, the reaction process is simple in operation, reagent used and cheap. (by machine translation)
A 4 - carboxyl preparation process of boric acid (by machine translation)
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, (2017/08/28)
The invention discloses a 4 - carboxyl boric acid process. In order to to iodine benzoic acid as the raw material, by esterification reaction, sediment reaction and hydrolysis reaction to obtain the target product 4 - carboxyl boric acid, the total yield can reach 88.7%. The process route raw materials are cheap and easy to obtain, after-treatment is convenient, high yield, easy industrialized application. (by machine translation)
A process for preparing carboxyl boric acid
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Paragraph 0022; 0023, (2017/08/25)
The invention discloses a method for preparing carboxyl phenylboronic acid. The method comprises the following steps of starting from halogenated phenylboronic acid, heating, refluxing and dehydrating in a solvent to form a tripolymer; then forming a grignard reagent of corresponding tripolymer from tripolymer and magnesium metal or isopropyl magnesium chloride; then introducing a carbon dioxide gas at low temperature or adding dry ice for reaction; after the reaction is finished, adding hydrochloric acid, regulating till pH is equal to 2-3, and hydrolyzing; and precipitating carboxyl phenylboronic acid, filtering, and drying to obtain a pure product. The method disclosed by the invention can achieve good yield on ortho-position, meta-position and para-position carboxyl phenylboronic acid, is simple in used reagent and easy and convenient to operate and prevents the generation of a large quantity of solid wastes.
A process for the preparation of boric acid P-carboxyl
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, (2017/02/24)
The invention discloses a preparation method of p-carboxyphenylboronic acid. The preparation method comprises the steps of carrying out an amidation reaction on bromobenzoic acid and diisopropylamine to obtain a reaction intermediate 4-bromo-N,N-diisopropylbenzamide; carrying out the substitution reaction on the 4-bromo-N,N-diisopropylbenzamide at a reaction temperature ranging from -75 to -80 DEG C in a solvent which is dry tetrahydrofuran, thereby obtaining (4-(diisopropylcarbamyl)phenyl) boric acid; hydrolyzing (4-(diisopropylcarbamyl)phenyl) boric acid in the presence of lithium hydroxide monohydrate to obtain p-carboxyphenylboronic acid. The preparation method provided by the invention is high in product yield, simple and convenient to operate, low in reaction cost and applicable to industrial production.
