茴香烯置于n-溴代丁二酰亚胺(Nbs)体系中,化学反应生成对甲氧基苯基丙酮 参考文献:Neighboring Carbon And Hydrogen. Xi. Solvolysis Of Exo-Norbornyl P-Bromobenzenesulfonate1,2,3 标题:Neighboring Carbon And Hydrogen. Xi. Solvolysis Of Exo-Norbornyl P-Bromobenzenesulfonate1,2,3 摘要: Doi:10.1021/ja01125A007
专利号:WO-2012101648-A1 优先权日:2011-01-24 标题:Novel process for the synthesis of enantiomerically pure 2-methoxy-5-[(2r)-2-(4-alkylpiperazin-l-yl)propyl]-benzenesulfonamide 发明人:HAVALDAR FREDDY H; DABHOLKAR BHUSHAN VASANT; MULE GANESH BABAN 权利人:HAVALDAR FREDDY H 摘要:Where R is C1-C3 alkyl, alkenyl A novel process for synthesis of compound of Formula 1 comprising steroselective catalytic reduction of compound of Formula IV under hydrogen gas pressure to obtain an intermediate compound of Formula II, which on coupling in presence of coupling agent and base in presence of organic solvent to obtain compound of Formula X, Formula X on reacting with deprotecting agent in presence of organic solvent results in formation of compound of Formula XI, condensation of Formula XI with alkyl halide results in formation of compound of Formula I.
专利号:US-7282606-B2 优先权日:2005-07-13 标题:Process for preparation of tamsulosin and its aralkylamine derivatives 发明人:JIH RU HWU; TSAY SHWU CHEN; MAGENDRAN BALAACHARY; CHAKRABORTY SUBHASISH K; DAS ASISH R; SHEU KUEN WANG; SHU CHUN MEI; LU CHIN KUN; CHANG WEI MIN 权利人:TAIWAN BIOTECH CO LTD 摘要:The present invention discloses a new process for the synthesis of tamsulosin and its aralkylamine derivatives, especially (R)-(−)-5-{2-[2-(2-alkoxyphenoxy) ethylamino]propyl}-2-alkoxybenzenesulfonamides having the following formula 1 (where R 1 and R 2 represent C 1 -C 4 alkyl groups) and their hydrochloride thereof, and other various pharmaceutical used salts. n n n n n n n n n n Tamsulosin hydrochloride (R 1 =Et, R 2 =Me, in its hydrochloride salt form) is an antagonist of α-A adrenoceptors in the prostate. Tamsulosin•HCl occurs as white crystals, which melt with decomposition at approximately 230° C. It is sparingly soluble in water and in methanol, slightly soluble in glacial acetic acid and in ethanol, and practically insoluble in ether.
专利号:US-5300437-A 优先权日:1989-06-22 标 题 :Enantiomeric enrichment and stereoselective synthesis of chiral amines 发明人:STIRLING DAVID I; MATCHAM GEORGE W; ZEITLIN ANDREW L 权利人:CELGENE CORP 摘要:Amines in which the amino group is on a secondary carbon atom which is chirally substituted can be enantiomerically enriched by the action of an omega-amino acid transaminase which has the property of preferentially converting one of the two chiral forms to a ketone. The process also can be used to stereoselectively synthesize one chiral form from ketones substantially to the exclusion of the other.
专利号:US-5169780-A 优先权日:1989-06-22 标题:Enantiomeric enrichment and stereoselective synthesis of chiral amines 发明人:STIRLING DAVID I; ZEITLIN ANDREW L; MATCHAM GEORGE W; ROZZELL JR JAMES D 权利人:CELGENE CORP 摘要:Amines in which the amino group is on a secondary carbon atom which is chirally substituted can be enantiomerically enriched by the action of an omega-amino acid transaminase which has the property of preferentially converting one of the two chiral forms to a ketone. The process can be used to stereoselectively sythesize one chiral form from ketones substantially to the exclusion of the other. An aqueous solution of chiral amines after being brought into contact with an omega-amino acid transaminase and an amino acceptor is treated with a water-immiscible organic solvent, the aqueous and organic phases are separated, and the aqueous phase can be recirculated for further contact with the transaminase.
专利号:US-9029421-B2 优先权日:2008-06-02 标 题 :Process for the synthesis of arformoterol 发明人:HALDAVANEKAR VAISHALI VAMAN; PRABHU MANGESH; RAO DHARMARAJ RAMACHANDRA; KANKAN RAJENDRA NARAYANRAO 权利人:HALDAVANEKAR VAISHALI VAMAN; PRABHU MANGESH; RAO DHARMARAJ RAMACHANDRA; KANKAN RAJENDRA NARAYANRAO; CIPLA LTD 摘要:The present invention provides a process for preparing a compound of formula (VI) or a salt thereof, the process comprising: (i) reacting 4-methoxyphenyl acetone with an amine of formula (VIII) under conditions of reductive amination to produce a compound of formula (II) or a salt thereof, wherein there is no isolation of an imine intermediate formed during the reductive amination; (ii) condensing the compound (II) or the acid addition salt thereof with an α-haloketone of formula (III) to produce the compound of formula (IV); (iii) reducing the compound (IV) to a compound of formula (V); and (iv) reducing the compound (V) to the compound of formula (VI), wherein the reduction is carried out in the presence of either (1) a hydrogen donating compound in the presence of a hydrogen transfer catalyst; or (2) ammonium formate using a hydrogenation catalyst, wherein R 1 and R 2 are independently optionally substituted arylalkyl, and Hal is selected from chloro or bromo.
专利号:US-4950606-A 优先权日:1989-06-22 标题 :Enantiomeric enrichment and stereoselective synthesis of chiral amines 发明人:STIRLING DAVID I; ZEITLIN ANDREW L; MATCHAM GEORGE W 权利人:CELGENE CORP 摘要:Amines in which the amino group is on a secondary carbon atom which is chirally substituted can be enantiomerically enriched by the action of an omega-amino acid transaminase which has the property of preferentially converting one of the two chiral forms to a ketone. The process also can be used to stereoselectively synthesize one chiral form from ketones substantially to the exclusion of the other.
[参考文献]: Hamid Sadeghian, Et Al. Design And Synthesis Of 4-Methoxyphenylacetic Acid Esters As 15-Lipoxygenase Inhibitors And Sar Comparative Studies Of Them. Bioorg Med Chem. 2009 Mar 15;17(6):2327-35.
合成参考文献
摘要:Spitzner, D., Science of Synthesis Knowledge Updates, (2016) 1, 16. 摘要:Pilgrim, B. S.; Tucker, M. J., Science of Synthesis Knowledge Updates, (2019) 1, 184. 摘要:Collings, J. C., Science of Synthesis Knowledge Updates, (2013) 4, 306. 摘要:Collings, J. C., Science of Synthesis Knowledge Updates, (2013) 4, 364. 摘要:Collings, J. C., Science of Synthesis Knowledge Updates, (2013) 4, 357.