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-2011130591-A1 优先权日:2009-06-03 标 题:Steroselective synthesis of certain trifluoromethyl-substituted alcohols 发明人:FANDRICK DANIEL R; REEVES JONATHAN T; SONG JINHUA J 权利人:BOEHRINGER INGELHEIM INT 摘要:A process for synthesis of a compound of Formula (X) n n n n n n n n n n wherein:n R 1 is an aryl group substituted with one to three substituent groups,n wherein each substituent group of R 1 is independently C 1 -C 5 alkyl, aminocarbonyl, alkylaminocarbonyl, dialkylaminocarbonyl, halogen, carboxy, cyano, or trifluoromethyl,n wherein each substituent group of R 1 is optionally independently substituted with one to three substituents selected from C 1 -C 3 alkyl, C 1 -C 3 alkoxy, phenyl, and alkoxyphenyl; and n n R 2 and R 3 are each independently C 1 -C 5 alkyl.
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-10464958-B2 优先权日:2012-07-17 标题 :Method for the synthesis of alpha-aminoalkylenephosphonic acid 发明人:NOTTE PATRICK; COGELS SAMUEL; BURCK SEBASTIAN 权利人:MONSANTO TECHNOLOGY LLC 摘要:The present invention is related to a new method for the synthesis of alpha-aminoalkylenephosphonic acid or its phosphonate esters comprising the steps of forming a reaction mixture by mixing a P—O—P anhydride moiety comprising compound, having one P-atom at the oxidation state (+III) and the other P-atom at the oxidation state (+III) or (+V), an aminoalkanecarboxylic acid and an acid catalyst, wherein said reaction mixture comprises an equivalent ratio of alpha-aminoalkylene carboxylic acid to P—O—P anhydride moieties of at least 0.2, and recovering the resulting alpha-aminoalkylene phosphonic acid compound or an ester thereof from the reaction mixture.
专利号:US-9403841-B2 优先权日:2012-01-25 标题:Phragamalin limonoids for the treatment of sexual dysfunction 发明人:WIKBERG JARL; JIRGENSONS AIGARS; LIEPINSH EDVARDS 权利人:DICOTYLEDON AB 摘要:The present invention relates to novel chemical compounds, to methods for synthesis of such compounds, and to the use of these novel compounds in the synthesis of other chemical compounds that, inter alia, may be used in the treatment of sexual dysfunction, and for eliciting enhancing effects on sexual behavior. The invention also relates to remarkable biological properties of the novel compounds in their capacity of inducing aggressive behavior.
专利号:US-10975096-B2 优先权日:2014-06-20 标题 :Synthesis of polycyclic-carbamoylpyridone compounds 发明人:CHIU ANNA; ENQUIST JR JOHN; GRIGGS NOLAN; HALE CHRISTOPHER; IKEMOTO NORIHIRO; KEATON KATIE ANN; KRAFT MATT; LAZERWITH SCOTT E; LEEMAN MICHEL; PENG ZHIHUI; SCHRIER KATE; TRINIDAD JONATHAN; VAN HERPT JOCHEM; WALTMAN ANDREW W 权利人:GILEAD SCIENCES INC 摘要:Methods of making compounds of Formula I are disclosed:
[参考文献]: Cholho Choe, Et Al. Redox-Inactive Metal Ions Promoted The Catalytic Reactivity Of Non-Heme Manganese Complexes Towards Oxygen Atom Transfer. Dalton Trans. 2015 May 21;44(19):9182-92.
合成参考文献
参考文献:10.1007/s11746-017-3052-5 摘要:Senan AM, Zhang S, Qin S, Chen Z, Yin G. Transformation of Methyl Linoleate to its Conjugated Derivatives with Simple Pd(OAc)2/Lewis Acid Catalyst. J Americ Oil Chem Soc. 2017 Oct 26;94(12):1481–9. doi: 10.1007/s11746-017-3052-5. 参考文献:10.2478/s11532-010-0092-1 摘要:Janus E, Syguda A, Materna K. Ionic liquids - deanol derivatives as the Diels-Alder reaction solvents. 2010 Sep 05;8(5):1140–6. doi: 10.2478/s11532-010-0092-1. 参考文献:10.1007/978-3-030-43481-6_3 摘要:Jamieson C, Livingstone K. The Reactivity of Nitrile Imines. 2020. In: The Nitrile Imine 1,3-Dipole. 参考文献:10.1007/s11581-023-04933-z 摘要:Brza MA, Aziz SB, Sadiq NM. Dielectric properties and ion transport studies from Trukhan, EIS, and Bandara-Mellander approaches for plasticized sodium ion conducting polymer blend electrolytes. Ionics. 2023 Mar 06;29(5):1847–61. doi: 10.1007/s11581-023-04933-z. 参考文献:10.1134/s1070428022100013 摘要:Musabirov IZ, Gataullin RR. New Synthetic Approaches to Benzo-Fused Spiro Heterocycles. Russ J Org Chem. 2022 Oct;58(10):1369–97. doi: 10.1134/s1070428022100013.