专利号:US-2007129554-A1 优先权日:2005-10-24 标题 :Alpha functionalization of cyclic, ketalized ketones and products therefrom 发明人:HARRINGTON PETER J; KHATRI HIRALAL N; KHATRI SUDHA 权利人:HARRINGTON PETER J; KHATRI HIRALAL N; KHATRI SUDHA 摘要:Methodologies for the alpha-monohalogenation of acid sensitive ketones, especially cyclic, acid-sensitive, ketalized ketones. As one approach, the ketone is reacted with a halogen donor compound, e.g., N-chlorosuccinimide, in anhydrous, highly polar organic reagents such as dimethylformamide (DMF). As another monohalogenation approach, it has been observed that organic salts generated from amines and carboxylic acids catalyze the monohalogenation of ketalized ketone in reagents comprising alcohol solvent (methanol, ethanol, isopropanol, etc.). The monohalogenation is fast even at −5° C. The salt can be rapidly formed in situ from ingredients including amines and/or carboxylic acids without undue degradation of the acid sensitive ketal. Aryl ketones are monooxygenated using iodosylbenzene. This methodology is applied to monohalogenation of an acid sensitive monoketal ketone. The ability to prepare monohalogenated, acid sensitive ketones facilitates syntheses using halogenated, acid sensitive ketones. As just one example, facile synthesis of halogenated, acid sensitive ketones provides a new approach to synthesize the S-ketal-acid S-MBA (S-methylbenzylamine) salt useful as an intermediate in the manufacture of a glucokinase activator. As an overview of this scheme, a monohalogenated, cyclic, ketalized ketone is prepared using monohalogenation methodologies of the present invention. The halogenated compound is then subjected to a Favorskii rearrangement under conditions to provide the racemic acid counterpart of the desired chiral salt. The desired chiral salt is readily recovered in enantiomerically pure form from the racemic mixture.
专利号:US-8604219-B2 优先权日:2009-08-24 标题 :Method for synthesis of N-alkyl carbazole and derivatives thereof 发明人:GHARDA KEKI HORMUSJI 权利人:GHARDA KEKI HORMUSJI 摘要:Disclosed is a process for the preparation of N-alkyl carbazole. Said process comprises: a) chlorinating cyclohexanone to form 2-chlorocyclohexanone; b) reacting 2-chlorocyclohexanone with N-ethyl aniline to form 2-(N-ethyl anilino)cyclohexanone; c) cyclizing 2-(N-ethyl anilino) cyclohexanone by refluxing with simultaneous water removal to obtain 9-ethyltetrahydrocarbazole; d) treating 9-ethyl-tetrahydrocarbazole with concentrated hydrochloric acid followed by water wash for removing N-ethyl aniline; e) dehydrogenating 9-ethyltetrahydrocarbazole by heating 9-ethyltetrahydrocarbazole in a solvent, in presence of a catalyst to obtain N-alkyl carbazole.
专利号:US-8618311-B2 优先权日:2005-06-15 标题:Synthetic processes for the preparation of aminocyclohexyl ether compounds 发明人:JUNG GRACE; YEE JAMES GEE KEN; CHOU DOUG TA HUNG; PLOUVIER BERTRAND M C 权利人:JUNG GRACE; YEE JAMES GEE KEN; CHOU DOUG TA HUNG; PLOUVIER BERTRAND M C; CARDIOME PHARMA CORP 摘要:This invention is directed to stereoselective synthesis of compounds of formula (I) or formula (II): n nor a pharmaceutically acceptable salt, ester, amide, complex, chelate, clathrate, solvate, polymorph, stereoisomer, metabolite or prodrug thereof; wherein R 3 , R 4 and R 5 are defined herein. Compounds of formula (I) and formula (II) are known to be useful in treating arrhythmias.
专利号:US-5780603-A 优先权日:1996-11-15 标题:Combinatorial synthesis of carbohydrate libraries 发明人:HINDSGAUL OLE 权利人:SYNSORB BIOTECH INC 摘要:Disclosed are methods for synthesizing very large collections of diverse thiosaccaride derivatives optionally attached to a solid support. Also disclosed are libraries of diverse thiosaccaride derviatives.
专利号:US-5965719-A 优先权日:1996-11-15 标 题:Combinatorial synthesis of carbohydrate libraries 发明人:HINDSGAUL OLE 权利人:SUNSORB BIOTECH INC 摘要:Disclosed are methods for synthesizing very large collections of diverse thiosaccharide derivatives optionally attached to a solid support. Also disclosed are libraries of diverse thiosaccharide derivatives.
专利号:US-2003181466-A1 优先权日:2001-12-10 标 题:Synthesis of 4,5-dihydro-pyrazolo [3,4-c] pyrid-2-ones
[参考文献]: B Gold, Et Al. Alpha-Chloroepoxides. 2. Mutagenicity Of 1-Chlorocyclohexene Oxide And Its Thermal Isomerization Product, 2-Chlorocyclohexanone. Chem Biol Interact. 1983 Aug 1;45(3):305-14.
合成参考文献
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