81168-17-4

Upstream product

• 288-32-4 1H-imidazole 
• 7732-18-5 water 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 88-99-3 benzene-1,2-dicarboxylic acid 
• 131-11-3 phthalic acid dimethyl ester 
• 87-41-2 2-benzofuran-1(3H)-one 
• 7646-69-7 sodium hydride 
• 612-14-6 phthalyl alcohol 

Downstream Products

• 151620-08-5 Methanesulfonic acid 2-(tert-butyl-dimethyl-silanyloxymethyl)-benzyl ester 
• 803712-76-7 C₂₈H₃₇O₅PSi 
• 1225454-01-2 tert-butyldimethyl(2-((trimethylsilyloxy)methyl)benzyloxy)-silane 
• 1319743-87-7 tert-butyldimethyl((2-(3-(4-methyl-2,6,7-trioxabicyclo[2.2.2]octan-1-yl)prop-1-en-1yl)benzyl)oxy)silane 
• 86867-62-1 ethyl 3-(2-formylphenyl)acrylate 
• 1520097-16-8 C₁₉H₃₂OSi₂ 
• 1520097-20-4 C₁₃H₁₈OSi 
• 1520097-25-9 C₁₃H₁₇ISi 
• 1520097-30-6 C₂₁H₃₂Si₂ 
• 1520097-35-1 C₃₀H₄₃BrO₄Si₂ 
• 1520097-17-9 C₂₄H₃₄OSi₂ 
• 1520097-18-0 C₂₅H₃₆OSi₂ 
• 1520097-19-1 C₂₂H₃₈OSi₂ 
• 1520097-21-5 C₁₈H₂₀OSi 

Relevant academic research and scientific papers

Direct Intramolecular Aminoboration of Allenes

Direct intramolecular aminoboration of sulfonamidoallenes was realized using BCl3 as a boron source. The reactions benefited from the interaction between BCl3 and sulfonamides and provided a variety of borylvinyl heterocycles in good isolated yields. When chiral substrates were involved in the reactions, high stereoselectivity was observed, as can be ascertained by single-crystal X-ray diffraction experiments. Derivatization of the thus-obtained borylvinyl compounds proceeded readily, and different functionalities could be obtained via oxidation, halogenation, and Suzuki coupling reactions.

INHIBITORS OF ADENYLATE-FORMING ENZYME MENE

Provided herein are compounds of Formula (I) and pharmaceutically acceptable salts or tautomers thereof which may inhibit adenylate-forming enzymes. Also provided are pharmaceutical compositions, kits, uses, and methods involving the inventive compounds for the treatment and/or prevention of an infectious disease (e.g., bacterial infection (e.g., tuberculosis, methicillin- resistant Staphylococcus aureus)).

Structure-Based Design, Synthesis, and Biological Evaluation of Non-Acyl Sulfamate Inhibitors of the Adenylate-Forming Enzyme MenE

N-Acyl sulfamoyladenosines (acyl-AMS) have been used extensively to inhibit adenylate-forming enzymes that are involved in a wide range of biological processes. These acyl-AMS inhibitors are nonhydrolyzable mimics of the cognate acyl adenylate intermediates that are bound tightly by adenylate-forming enzymes. However, the anionic acyl sulfamate moiety presents a pharmacological liability that may be detrimental to cell permeability and pharmacokinetic profiles. We have previously developed the acyl sulfamate OSB-AMS (1) as a potent inhibitor of the adenylate-forming enzyme MenE, an o-succinylbenzoate-CoA (OSB-CoA) synthetase that is required for bacterial menaquinone biosynthesis. Herein, we report the use of computational docking to develop novel, non-acyl sulfamate inhibitors of MenE. A m-phenyl ether-linked analogue (5) was found to be the most potent inhibitor (IC50 = 8 μM; Kd = 244 nM), and its X-ray co-crystal structure was determined to characterize its binding mode in comparison to the computational prediction. This work provides a framework for the development of potent non-acyl sulfamate inhibitors of other adenylate-forming enzymes in the future.

A biological orthogonal experiment mark [...] intermediate hydroxy derivative synthesis method (by machine translation)

The invention relates to a biological orthogonal experiment mark [...] intermediate hydroxy derivative synthesis method, comprising the following steps: (a) the O-methanol, dichloromethane, imidazole-butyl dimethylchlorosilane mixed for reaction; over the chromatographic column purification to obtain compound II; (b) adding toluene sulfonyl amino methyl formate, triphenylphosphine and azo-phthalic acid diethyl ester reaction, after concentrating column purification to obtain compound III; (c) the compound III is dissolved in the methanol, lowering the temperature to ≤ 0 °C, adding potassium carbonate by the reaction of, water quenching; (d) and condensing the chromatographic column purification to obtain compound V; (e) the compound V soluble in tetrahydrofuran, add tetrabutyl ammonium fluoride solution reaction, water quenching; and condensing the chromatographic column purification to obtain compound VI. The aromatic eight-membered ring mark [...] intermediate of the synthetic route re-design. (by machine translation)

Synthesis method of biological orthogonal experiment aromatic eight-membered ring marker

The invention relates to a synthesis method of a biological orthogonal experiment aromatic eight-membered ring marker. The synthesis method comprises the following steps: (a) after mixing benzenedimethanol, dichloromethane, imidazole and tert-butyldimethylsilane, reacting; carrying out chromatographic column purification to obtain a compound II; (b) adding toluenesulfonyl methyl carbamate, triphenylphosphine and diethyl azodicarboxylate and reacting; after concentrating, carrying out column purification to obtain a compound III; (c) dissolving the compound III in methanol and cooling until thetemperature is less than or equal to 0 DEG C; then adding potassium carbonate and reacting; adding water and quenching; (d) after extracting with ethyl acetate for a plurality of times, combining organic phases and purifying to obtain a compound V; (e) concentrating and carrying out chromatographic column purification to obtain a compound VI; (f) after concentrating, carrying out chromatographiccolumn purification to obtain a compound VII; (g) after concentrating, carrying out chromatographic column purification to obtain a compound I. By adopting the synthesis method, a redesign of a synthesis route of the aromatic eight-membered ring marker is realized.

Synthetic method for ring formation intermediate of aromatic octatomic ring through biological orthogonal experiment

The invention relates to a synthetic method for a ring formation intermediate of an aromatic octatomic ring through a biological orthogonal experiment. The synthetic method comprises the following steps: (a) mixing o-benzenedicarbinol, dichloromethane, imidazole and tert-butyldimethylsilyl chloride for reaction, and purifying by virtue of a chromatographic column, so as to obtain a compound II; (b) adding methyl toluenesulfonyl carbamate, triphenylphosphine and diethyl azodicarboxylate, concentrating, and carrying out column purification, so as to obtain a compound III; (c) dissolving the compound III into methanol, cooling to the temperature less than or equal to 0 DEG C, adding potassium carbonate for reaction, and adding water for quenching; (d) carrying out extraction for several timesby virtue of ethyl acetate, combining organic phases, drying by virtue of anhydrous sodium sulfate, concentrating, and purifying by virtue of the chromatographic column, so as to obtain a compound V;(e) concentrating, and purifying by virtue of the chromatographic column, so as to obtain a compound VI; and (f) concentrating, and purifying by virtue of the chromatographic column, so as to obtaina compound VII. According to the synthetic method, the redesign of a synthetic route for the ring formation intermediate of the aromatic octatomic ring is realized.

Flexible synthesis of anthracycline aglycone mimics via domino carbopalladation reactions

A synthesis of anthracycline aglycone derivatives is described. The key step utilizes a powerful domino carbopalladation approach and subsequent ring closure. During this process two of the four rings of the anthracycline scaffold are formed. Differently substituted carbohydrates and dialkyne chains serve as versatile and simple starting materials for the reaction sequence. Diverse building blocks lead to a variety of different products and a broad range of structural diversity.

Efficient synthesis of the spiroacetal core of paecilospirone via oxidative radical cyclisation

The spiroacetal core of the microtubule assembly inhibitor paecilospirone has been prepared using two separate oxidative cyclisation methods. Georg Thieme Verlag Stuttgart - New York.

Synthetic studies on the solanacol ABC ring system by cation-initiated cascade cyclization: Implications for strigolactone biosynthesis

We report a new method for constructing the ABC ring system of strigolactones, in a single step from a simple linear precursor by acid-catalyzed double cyclization. The reaction proceeds with a high degree of stereochemical control, which can be qualitatively rationalized using DFT calculations. Our concise synthetic approach offers a new model for thinking about the (as yet) unknown chemistry that is employed in the biosynthetic pathways leading to this class of plant hormones.

Synthesis of novel isochromene derivatives by tandem Ugi reaction/ nucleophilic substitution

Unprecedented 3-amino-4-amido-lH-isochromenes have been prepared in three steps from protected ortho-(hydroxymethyl)benzaldehyde, with the introduction of three diversity inputs, through a Ugi reaction followed by intramolecular nucleophilic substitution. Georg Thieme Verlag Stuttgart.