专利号:US-5859268-A 优先权日:1996-04-09 标 题:Process for the synthesis of α, β-unsaturated esters 发明人:ANGELICI ROBERT J; SHIH KUO-CHEN 权利人:UNIV IOWA STATE RES FOUND INC 摘要:The present invention provides a process for the synthesis of an α,β-unsaturated ester from a mono-olefin-ester using Fe(CO) 5 .
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:US-6518438-B2 优先权日:1996-08-23 标题:Preparation of cyclohexene carboxylate derivatives 发明人:KENT KENNETH M; KIM CHOUNG U; MCGEE LAWRENCE R; MUNGER JOHN D; PRISBE ERNEST J; POSTICH MICHAEL J; ROHLOFF JOHN C; KELLY DAPHNE E; WILLIAMS MATTHEW A; ZHANG LIJUN 权利人:GILEAD SCIENCES INC 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-9150498-B2 优先权日:2011-10-25 标题:Process for the preparation of oseltamivir and methyl 3-epi-shikimate 发明人:RAWAT VARUN; DEY SOUMEN; ARUMUGAM SUDALAI 权利人:COUNCIL SCIENT IND RES 摘要:The present invention discloses high yielding enantioselective process for synthesis of Oseltamivir from readily available starting material, cis-1,4-butene diol. The process features incorporation of chirality using sharpless asymmetric epoxidation (AE) and diastereoselective Barbier allylation and construction of cyclohexene carboxylic acid ester core through a ring closing metathesis (RCM) reaction. Further also disclosed herein is synthesis of (−)-methyl 3-epi-shikimate.
专利号:EP-0920410-B1 优先权日:1996-08-23 标 题 :Preparation of cyclohexene carboxylate derivatives 发明人:KENT KENNETH M; KIM CHOUNG U; MCGEE LAWRENCE R; MUNGER JOHN D; PRISBE ERNEST J; POSTICH MICHAEL J; ROHLOFF JOHN C; KELLY DAPHNE E; WILLIAMS MATTHEW A; ZHANG LIJUN 权利人:GILEAD SCIENCES INC 摘要:The present invention provides new synthetic methods and compositions. In particular, new methods of preparing intermediates such as those having formulas (I)-(IV), such as those having formulas (I)-(IV), 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-6204398-B1 优先权日:1996-08-23 标题 :Preparation of cyclohexene carboxylate derivatives 发明人:KENT KENNETH M; KIM CHOUNG U; MCGEE LAWRENCE R; MUNGER JOHN D; PRISBE ERNEST J; POSTICH MICHAEL J; ROHLOFF JOHN C; KELLY DAPHNE E; WILLIAMS MATTHEW A; ZHANG LIJUN 权利人:GILEAD SCIENCES INC 摘要:The present invention provides new synthetic methods and compositions. In particular, new methods of preparing intermediates such as those having formulas (I)-(IV), useful in the synthesis of neuraminidase inhibitors and compositions useful as intermediates that are themselves useful in the synthesis of neuraminidase inhibitors are provided.
[参考文献]: Brian D Hudson, Et Al. Chemically Engineering Ligand Selectivity At The Free Fatty Acid Receptor 2 Based On Pharmacological Variation Between Species Orthologs. Faseb J. 2012 Dec;26(12):4951-65. [参考文献]: C L Keith, Et Al. The Anaerobic Decomposition Of Benzoic Acid During Methane Fermentation. Iv. Dearomatization Of The Ring And Volatile Fatty Acids Formed On Ring Rupture. Arch Microbiol. 1978 Aug 1;118(2):173-6. [参考文献]: M S Elshahed, Et Al. Metabolism Of Benzoate, Cyclohex-1-Ene Carboxylate, And Cyclohexane Carboxylate By "Syntrophus Aciditrophicus" Strain Sb In Syntrophic Association With H(2)-Using Microorganisms. Appl Environ Microbiol. 2001 Apr;67(4):1728-38.
合成参考文献
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