60-35-5 = 79-15-2 反应条件:1.1 Reagents: Potassium Hydroxide,Bromine Solvents: Water 标题:Electronic Effects On The Regio- And Enantioselectivity Of The Asymmetric Aminohydroxylation Of O-Substituted 4-Hydroxy-2-Butenoates 作者:Chuang,Chih-Yuan; Vassar,Victor C.; Ma,Zuping; Geney,Raphael; Ojima,Iwao 参考文献:Chirality 日期:2002 卷标:14 页码:151-162]
79-16-3 = 79-15-2 [标题:Reaction Conditions 标题:Hydrogenation Of Phenylacetylene And Isoprene On Raney Nickel Catalysts In A Hexane-Water Emulsion 作者:Muratova,V. I.; Kabiev,T. K.; Sokol'Skii,D. V. 参考文献:Osn. Organ. Sintez I Neftekhimiya 日期:1987 卷标:(23) 页码:5-15]
3695-29-2 = 79-15-2 [标题:Reaction Conditions 标题:Procedure For The Preparation Of Tertiary Olefins 参考文献:Federal Republic Of Germany]
60-35-5 = 79-15-2 反应条件:1.1 Reagents: Bromine Solvents: Water 标题:Homolytic Displacement At Carbon Centers. Xii. Regiospecific Formation Of N-Allyl And N-Cyclopropylcarbinyl Sulfonamides And Of Allyl And Cyclopropyl Halides In The Reaction Of N-Halo Compounds With Organocobaloximes 作者:Johnson,Michael D.; Lampman,Gary M.; Koops,Roger W.; Das Gupta,B. 参考文献:Journal Of Organometallic Chemistry 日期:1987 卷标:326(2) 页码:281-8]
15219-34-8 = 79-15-2 [标题:Reaction Conditions 标题:Catalyst And Process For Dehydrating 2-Alcohols 参考文献:European Patent Organization]
60-35-5 + 128-08-5 = 79-15-2 + 123-56-8 反应条件:1.1 Solvents: Acetone; 10 H,Rt 标题:Synthesis Of 2-Oxazolines From Ethyl α-Cyanocinnamate Derivatives With Acetamide And N-Bromosuccinimide 作者:Chen,Zhan-Guo; Xia,Wei; Wen,Hua; Wang,Dan; Li,Ya-Nan; Et Al 参考文献:Chemical Research In Chinese Universities 日期:2013 卷标:29(4) 页码:699-705]
专利号:US-5668285-A 优先权日:1986-10-31 标 题 :Total synthesis of northebaine, normophine, noroxymorphone enantiomers and derivatives via N-Nor intermediates 发明人:RICE KENNER CRALLE; NEWMAN AMY HAUCK 权利人:US HEALTH 摘要:The invention involves a method of making key intermediates useful in the synthesis of many opiate narcotics and antagonists and agonists; and the non-opiate enantiomers thereof which have potent antitussive properties. The synthesis starts from either the natural or unnatural enantiomer of nordihydrocodeinone and produces 8, 14-dihydronorthebaine, the diketal of 7-bromonordihydrocodeinone, northebaine, norcodeinone diketal and 14-hydroxynorcodeinone intermediates without the necessity of leaving the N-nor structure. The syntheses have fewer steps than previous methods, and also have high yields.
专利号:US-9085538-B2 优先权日:2010-07-26 标题:Process for the preparation of key intermediates for the synthesis of statins or pharmaceutically acceptable salts thereof 发明人:CASAR ZDENKO; STERK DAMJAN; JUKIC MARKO 权利人:CASAR ZDENKO; STERK DAMJAN; JUKIC MARKO; LEK PHARMACEUTICALS 摘要:The invention relates to commercially viable process for the synthesis of key intermediates for the preparation of statins, in particular Rosuvastatin and Pitavastatin or respective pharmaceutically acceptable salts thereof. A new simple and short synthetic route for key intermediates is presented which benefits from the use of cheap and readily available starting materials, by which the conventionally most frequently used DIBAL-H as reducing agent can be avoided.
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-3703530-A 优先权日:1970-08-24 标 题 :Alkyl - 2 - alkyl - 2,3 - dicarboxy-5-norbornene - 7-acetate intermediates for the total synthesis of elenolic acids and analogs thereof 发明人:KELLY ROBERT C 权利人:UPJOHN CO 摘要:A TOTAL SYNTHESIS OF ELENOLIC ACID, FORMULA XIV (R AND R2 ARE HYDROGEN, R1 AND R3 ARE METHYL) AND THE ANALOGS THEREOF, OF FORMULA XIV: 3-(R3-O-),4-(R-OOC-CH(-R2)-),5-(HCO-),6-R1-5,6-DIHYDRO- 4H-PYRAN WHEREIN R AND R3 ARE ALKYL OF 1 TO 8 CARBON ATOMS, INCLUSIVE, WHEREIN R1 IS ALKYL OF 1 TO 4 CARBON ATOMS, INCLUSIVE, AND WHEREIN R2 IS SELECTED FROM THE GROUP CONSISTING OF HYDROGEN AND ALKYL OF 1 TO 4 CARBON ATOMS, INCLUSIVE, IS CARRIED OUT BY A MULTI-STEP PROCESS STARTING FROM CYCLOPENTADIENE. COMPOUNDS OF FORMULA XIV HAVE VIRUCIDAL AND HYPOTENSIVE ACTIVITY AND CAN BE USED AS HYPOTENSIVE AGENTS IN MAMMALS (U.S. PAT. 3,033,877) OR AS VIRUCIDAL AGENTS TO DECONTAMINATE SURGICAL INSTRUMENTS, HOSPITAL WALLS, SWIMMING POOLS, OR CAN BE USED FOR NASAL WASHES IN MAMMALS.
专利号:US-11512062-B2 优先权日:2018-10-15 标 题:Process for the synthesis of piperazinyl-ethoxy-bromophenyl derivates and their application in the production of compounds containing them 发明人:BEAUREGARD LOUIS-PHILIPPE; BERTRAND MARTIAL; GIGUERE PASCALL; HARDOUIN CHRISTOPHE; SCHIAVI BRUNO 权利人:SERVIER LAB 摘要:Process for the industrial synthesis of the compound of formula (I):
专利号:EP-0496830-B1 优先权日:1989-10-16 标 题 :Total synthesis of northebaine, normorphine, noroxymorphone enantiomers and derivatives via n-nor intermediates 发明人:RICE KENNER CRALLE; NEWMAN AMY HAUCK 权利人:US HEALTH 摘要:Families of antagonist-agonists and opiate narcotics are produced from norhydrocodeinone. In a preferred embodiment, norhydrocodeinone is refluxed with sulfosalicyclic dimethylketal and delta-6-enol ether derivatives and is then converted entirely to the ether by the addition of dry tetrahydrofuran simultaneously with the removal of the thus produced ether. The ether is then reacted with methanesulfonic acid and N-bromoacetamide to form the hydrobromide salt of the 7-bromodimethylketal derivative. From this derivative, a variety of products can be derived, including the novel further intermediate 14 hydroxynorcodeinone. The present invention enables derivation using a starting material which, unlike the starting materials of prior art processes, is available in the natural (-) or synthetic (+) form. Thus, the method of the present invention provides the only known route for the synthesis of (+) forms of various derivatives and intermediates, such as (+)-7-bromo-dimethylketal nordihydrocodeinone.
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合成参考文献
摘要:Li, W.; Liu, X. H.; Feng, X. M., Science of Synthesis Knowledge Updates, (2021) 1, 34. 摘要:Pilgrim, B. S.; Tucker, M. J., Science of Synthesis Knowledge Updates, (2019) 1, 324. 摘要:Dagousset, G.; Masson, G., Science of Synthesis Knowledge Updates, (2015) 1, 422. 摘要:Yin, Q.; You, S.-L., Science of Synthesis Knowledge Updates, (2014) 2, 465. 摘要:Muñiz, K., Science of Synthesis: Stereoselective Synthesis, (2011) 1, 34.