专利号:US-7888337-B2 优先权日:2007-08-31 标 题 :Synthesis of oseltamivir containing phosphonate congeners with anti-influenza activity 发明人:WONG CHI-HUEY; FANG JIM-MIN; SHIE JIUN-JIE; CHENG YIH-SHYUN EDMOND; JAN JIA-TSRONG 权利人:ACADEMIA SINICA 摘要:Novel phosphonate compounds are described. The compounds have activity as neuraminidase inhibitors against wild-type and H274Y mutant of H1N1 and H5N1 viruses. The present disclosure also provides an enantioselective synthetic route to known neuraminidase inhibitors oseltamivir and the anti-flu drug Tamiflu®, as well as novel phosphonate compounds, via D-xylose. Another efficient and flexible synthesis of Tamiflu and the highly potent neuraminidase inhibitor Tamiphosphor was also achieved in 11 steps and >20% overall yields from the readily available fermentation product (1S-cis)-3-bromo-3,5 -cyclohexadiene-1,2-diol. Most of the reaction intermediates were obtained as crystals without tedious purification procedures. The key transformations include an initial regio- and stereoselective bromoamidation of a bromoarene cis-dihydrodiol, as well as the final palladium-catalyzed carbonylation and phosphonylation.
专利号:WO-9955664-A1 优先权日:1998-04-24 标 题 :Preparation of carbocyclic compounds 发明人:BECKER MARK W; CHAPMAN HARLAN H; KELLY DAPHNE E; KENT KENNETH M; LEW WILLARD; LOUIE MICHAEL S; MCGEE LAWRENCE R; PRISBE ERNEST J; POSTICH MICHAEL J; ROHLOFF JOHN C; SCHULTZE LISA M; YU RICHARD H; ZHANG LIJUN 权利人:GILEAD SCIENCES INC; BECKER MARK W; CHAPMAN HARLAN H; KELLY DAPHNE E; KENT KENNETH M; LEW WILLARD; LOUIE MICHAEL S; MCGEE LAWRENCE R; PRISBE ERNEST J; POSTICH MICHAEL J; ROHLOFF JOHN C; SCHULTZE LISA M; YU RICHARD H; ZHANG LIJUN 摘要:The present invention provides new synthetic methods and compositions. In particular, new methods of preparing intermediates useful in the synthesis of neuraminidase inhibitors and compositions useful as intermediates that are themselves useful in the synthesis of neuraminidase inhibitors are provided.
专利号:US-8304553-B2 优先权日:2007-12-19 标题:Method of forming oseltamivir and derivatives thereof 发明人:LIU XUEWEI; MA JIMEI 权利人:LIU XUEWEI; MA JIMEI; UNIV NANYANG TECH 摘要:A process is provided for the synthesis of 4,5-diamino cyclohexene carboxylate ester (1): or a pharmaceutically acceptable salt thereof. R 1 -R 3 are a silyl-, an aliphatic, alicyclic, aromatic, arylaliphatic, or an arylalicyclic group. R 4 , R 11 and R 12 are H, a silyl-group, an aliphatic, alicyclic, aromatic, arylaliphatic, or an arylalicyclic group. 3,4-Dihydropyran compound (9): with R 5 and R 6 being suitable protecting groups, is reacted to form aldehyde (4): which is oxidized and converted to N-substituted carbamate (3): with R 7 being a suitable protecting group. (3) is, via oxazolinidone (13): converted to azido carboxylate ester (2): and then to 4,5-diamino cyclohexene carboxylate ester (1).
专利号:WO-2009029888-A2 优先权日:2007-08-31 标题:Synthesis of oseltamivir containing phosphonate congeners with anti-influenza activity
专利号:US-2010113397-A1 优先权日:2007-08-31 标 题 :Synthesis of oseltamivir containing phosphonate congeners with anti-influenza activity
专利号:AU-2008292859-B2 优先权日:2007-08-31 标题 :Synthesis of oseltamivir containing phosphonate congeners with anti-influenza activity
参考标题:Azoacetylenes For The Synthesis Of Arylazotriazole Photoswitches 作者:Patrick Pfaff,Felix Anderl,Moritz Fink,Moritz Balkenhohl,Erick M. Carreira |发布日期:2021.9.15 摘要:Tips-Acetylene To Aryldiazonium Tetrafluoroborate Salts Gives A Wide Range Of Azoacetylenes, Constituting An Underexplored Class Of Stable Intermediates. In Situ Desilylation Transiently Leads To Terminal Arylazoacetylenes That Undergo Copper-Catalyzed Cycloadditions (Cuaac) With A Diverse Collection Of Organoazides. These Include Complex Molecules Derived From Natural Products Or Drugs, Such As Colchicine