专利号:US-12221452-B2 优先权日:2017-10-04 标题:Synthesis of cantharidin 发明人:DAVIDSON MATTHEW GENE; EKLOV BRIAN MATTHEW; WUTS PETER; LOERTSCHER BRAD MELVIN; SCHOW STEVEN R 权利人:VERRICA PHARMACEUTICALS INC 摘要:The invention provides synthetic methods for the preparation of cantharidin and analogs thereof. In one aspect, the invention provides an improved Diels-Alder cycloaddition to generate a key intermediate en route to cantharidin and analogs thereof. In certain embodiments, the new Diels-Alder reaction involves reacting Compound (2) in the presence of furan, and in the absence of acid or increased pressure, in an aprotic polar solvent with slight warming, to yield Compound (1) in favorable yield and exo-endo ratio. In another aspect, the invention also provides a new Diels-Alder reaction between compounds of Formula (III) and furan to yield compounds of Formula (IV), which can then be transformed into cantharidin or analogs thereof. In yet another aspect, the invention describes a new palladium-mediated carbonylation providing another key intermediate en route to cantharidin and analogs thereof. In addition to synthetic methods, present invention also provides compounds (i.e., intermediates) useful in the synthesis of cantharidin and analogs thereof. Compounds provided herein may have biological activity, and therefore may be used in the treatment of diseases or conditions (e.g., infectious diseases and skin conditions).
专利号:US-7951961-B2 优先权日:2006-07-07 标题:Enantioselective synthesis of pyrrolidines substituted with flavones, and intermediates thereof 发明人:SIVAKUMAR MEENAKSHI; SHUKLA MANOJ; JADHAV PRAMOD KUMAR; BORHADE AJIT 权利人:PIRAMAL LIFE SCIENCES LTD 摘要:The present invention relates to an enantioselective synthesis of (+)-trans enantiomer of pyrrolidines substituted with flavones, represented by Formula 1 or salts thereof, which are inhibitors of cyclin dependant kinases and can be used for treatment of proliferative disorders such as cancer n nwherein Ar has the meaning as indicated in the claims.
专利号:US-6147245-A 优先权日:1998-07-13 标题:Preparation and use of α-Keto Bisphosphonates 发明人:MCKENNA CHARLES E; KASHCMIROV BORIS A 权利人:UNIV SOUTHERN CALIFORNIA UNIVE 摘要:A unique method for the synthesis of substantially pure α-keto bisphosphonate esters and the usage of these esters in reactions with C, N, O, or P nucleophiles for synthesis of α-functionalized bisphosphonates. The method starts with a reaction mixture formed of an α-diazo methanediphosphonate ester, including tert-butylchlorite, a polar aprotic organic solvent, and an effective amount of water. After synthesis is complete, a water trapping reagent may be added to remove any excess water. The present invention provides a versatile pathway to new α-substituted bisphosphonate derivatives and could be readily adapted to combinatorial drug discovery synthetic strategies. The α-keto bisphosphonate esters can be converted to the corresponding acids by acid hydrolysis or mild silyldealkylation.
专利号:US-2024425890-A1 优先权日:2022-02-11 标 题:Process for the synthesis of alpha-methylene-gamma-butyrolactone 发明人:TADEN ANDREAS; BECK HORST; MYRTOLLARI KAMELA; KOURIST ROBERT; NIGL ANDREA 权利人:HENKEL AG & CO KGAA 摘要:The present application provides a process for the preparation of α-methylene-γ-butyrolactone, said process comprising the steps of:a) acetylating the C1-hydroxyl group of isoprenol to yield isoprenyl acetate;b) forming 4-acetoxy-2-methylene-butan-1-ol from said isoprenyl acetate by whole cell biotransformation, said step comprising:i) contacting a cell (CB) with a culture medium containing said isoprenyl acetate or with a culture medium contiguous with an organic phase containing said isoprenyl acetate under conditions that enable the cell to form 4-acetoxy-2-methylene-butan-1-ol from isoprenyl acetate; and,ii) optionally isolating the resultant 4-acetoxy-2-methylene-butan-1-ol, wherein said cell (CB) exhibits activity of at least one alkane monooxygenase enzyme which catalyzes the formation of 4-acetoxy-2-methylene-butan-1-ol from isoprenyl acetate;c) oxidizing said 4-acetoxy-2-methylene-butan-1-ol to yield 4-acetoxy-2-methylene butyric acid; and,d) converting said 4-acetoxy-2-methylene butyric acid to α-methylene-γ-butyrolactone by hydroxylysis to γ-hydroxy-α-methylenebutyric acid and subsequent cyclization of said γ-hydroxy-α-methylenebutyric acid.
专利号:US-9935319-B2 优先权日:2011-06-17 标题 :Synthesis of hetero ionic compounds using dialkylcarbonate quaternization 发明人:FRIESEN CODY A; WOLFE DEREK; JOHNSON PAUL BRYAN 权利人:FLUIDIC INC 摘要:Methods of preparing hetero ionic complexes, and ionic liquids from bisulfate salts of heteroatomic compounds using dialkylcarbonates as a primary quaternizing reactant are disclosed. Also disclosed are methods of making electrochemical cells comprising the ionic liquids, and an electrochemical cell comprising an alkaline electrolyte and a hetero ionic complex additive.
专利号:US-12415177-B1 优先权日:2025-05-13 标题:Method for synthesis of a g-C3N4@CuO/MgAI2O4 nanohybrid 发明人:ABDULKHAIR BABIKER YAGOUB ELHADI; OMRAN MOHAMED KHAIRY ABDEL FATTAH 权利人:IMAM MOHAMMAD IBN SAUD ISLAMIC UNIV 摘要:A method for synthesizing a g-C3N4@CuO/MgAl2O4 nanohybrid includes mixing a magnesium salt, an aluminum salt, a copper salt, and menthol in water to form a solution, heating the solution to form a solid, calcinating the solid at a temperature of 600 to 800° C. for 2 to 4 hours to form a metal product, and mixing the metal product with urea and heating to a temperature of 550 to 650° C. for 20 to 60 minutes to form the g-C3N4@CuO/MgAl2O4 nanohybrid. The g-C3N4@CuO/MgAl2O4 nanohybrid includes graphite-phase carbon nitride (g-C3N4) in an amount of 2 to 20 percent by weight (wt. %), copper oxide in an amount of 1 to 10 wt. %, and magnesium aluminum oxide (MgAl2O4) in an amount of 75 to 95 wt. % based on a total weight of the g-C3N4@CuO/MgAl2O4 nanohybrid.