CAS: 37951-49-8; 3'-Methoxypropiophenone

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CAS号925-90-6 乙基溴化镁 | CAS号152121-82-9 3,N-二甲氧基-N-甲基苯甲酰胺 | CAS号13103-80-5 间羟基苯丙酮 | CAS号74-88-4 碘甲烷 | CAS号52956-27-1 1-(3-甲氧基苯基)丙烷-1-醇 | CAS号58824-50-3 (1R,S)-1-(3-met... | CAS号68-12-2 N,N-二甲基甲酰胺 | CAS号586-37-8 3-甲氧基苯乙酮 | CAS号1527-89-5 3-甲氧基苯腈 | CAS号2398-37-0 间溴苯甲醚 | CAS号37951-53-4 3-(二甲基氨基)-1-(3-... | CAS号13103-80-5 间羟基苯丙酮 | CAS号197145-37-2 3-(二甲基氨基)-1-(3-... | CAS号175591-23-8 他喷他多 | CAS号83456-29-5 3-(5-(Acetyloxy... | CAS号47235-20-1 3-(苄基甲基氨基)1-(3-... | CAS号5959-71-7 3-[(E)-4-(3-hyd... | CAS号6026-75-1 1-(3-甲氧基苯基)-2-甲... | CAS号62103-69-9 1-methoxy-3-pro...

3-甲氧基苯甲酸置于盐酸-N-乙基-N'-(3-二甲氨基丙基)碳二亚胺,三乙胺体系中,用 四氢呋喃,二氯甲烷 用作溶剂,化学反应 21.5H,反应生成间甲氧基苯丙酮
参考文献:Phosphodiesterase Inhibitors. Part 5: Hybrid Pde3/4 Inhibitors As Dual Bronchorelaxant/anti-Inflammatory Agents For Inhaled Administration
标题:Phosphodiesterase Inhibitors. Part 5: Hybrid Pde3/4 Inhibitors As Dual Bronchorelaxant/anti-Inflammatory Agents For Inhaled Administration
摘要:(-)-6-(7-甲氧基-2-(三氟甲基)吡唑[1,5-A]嘧啶-4-基)-5-甲基-4,5-二氢嘧啶啶-3(2H)-酮 (Kca-1490)表现出中等的双重pde3/4抑制活性,并有望作为一种联合支气管扩张/抗炎剂.嘧啶酮环的n-烷基化显着增强了对pde4的效力,但抑制了pde3的抑制作用.在n-烷基上添加一个6-芳基-4,5-二氢嘧啶啶-3(2H)-酮延伸有利于提高pde4抑制活性并恢复对pde3的强抑制作用.复合核心和延伸中的两个二氢嘧啶-酮环可以被无手性4,4-二甲基吡咯酮基团取代,而核心吡唑嘧啶被等效力的双环杂芳香族化合物取代.这些修饰的结合提供了强效的双重pde3/4抑制剂,它抑制组织胺诱导的支气管收缩在体内和通过气管内给药表现出有希望的抗炎活性.版权属于(C) 2012 Elsevier Ltd. 保留所有权利.
Doi:10.1016/j.Bmcl.2012.08.121

专利信息

专利号:US-8791287-B2
优先权日:2010-07-02
标 题:Process for the synthesis of tapentadol and intermediates thereof
发明人：MOTTA GIUSEPPE; VERGANI DOMENICO; BERTOLINI GIORGIO; LANDONI NICOLA
权利人:MOTTA GIUSEPPE; VERGANI DOMENICO; BERTOLINI GIORGIO; LANDONI NICOLA; EUTICALS SPA
摘要:The object of the present invention is a new process for the synthesis of tapentadol, both as free base and in hydrochloride form, which comprises the step of alkylation of the ketone (VII) to yield the compound (VIII), as reported in Diagram 1, with high stereoselectivity due to the presence of the benzyl group as substituent of the amino group. It was surprisingly found that this substitution shifts the keto-enol equilibrium towards the desired enantiomer and amplifies the capacity of the stereocenter present in the compound (VII) to orient the nucleophilic addition of the organometallic compound at the carbonyl towards the desired stereoisomer. This substitution thus allows obtaining a considerable increase of the yields in this step, and consequently allows significantly increasing the overall yield of the entire tapentadol synthesis process. n A further object of the present invention is constituted by the tapentadol free base in solid form, obtainable by means of the process of the invention. n Still another object of the invention is represented by the crystalline forms I and II of the tapentadol free base. n A further object of the present invention is the mixture of the crystalline forms I and II of the tapentadol free base.

专利号:US-2013296608-A1
优先权日:2011-01-27
标 题 :Novel stereospecific synthesis of (-) (2s, 3s)-1-dimethylamino-3-(3-methoxyphenyl)-2-methyl pentan-3-ol
发明人：MOHAN RAO DODDA; KRISHNAREDDY PINGILI; RAMACHANDRAREDDY PINGILI; HARITHA KIRLA; SRINIVAS KOLLURU
权利人:MOHAN RAO DODDA; KRISHNAREDDY PINGILI; RAMACHANDRAREDDY PINGILI; HARITHA KIRLA; SRINIVAS KOLLURU; SYMED LABS LTD
摘要:The present invention relates to a novel stereospecific synthesis of (−)(2S,3S)-1-dimethylamino-3-(3-methoxyphenyl)-2-methyl pentan-3-ol an intermediate in the synthesis of 3-[(1R,2R)-3-(dimethylamino)-1-ethyl-2-methylpropyl]phenol.

专利号:US-8729308-B2
优先权日:2009-12-01
标 题:Process for the preparation of tapentadol and intermediates thereof
发明人：MOTTA GIUSEPPE; VERGANI DOMENICO; BERTOLINI GIORGIO
权利人:MOTTA GIUSEPPE; VERGANI DOMENICO; BERTOLINI GIORGIO; EUTICALS SPA
摘要:The present invention refers to a new process for the synthesis of tapentadol comprising the quantitative resolution of the racemic mixture (V) to obtain the stereoisomer of (S)-3-(dimethylamino)-2-methyl-1-(3-nitrophenyl)-propan-1-one (VII) according to the Scheme 2 below n nusing the (2R,3R)—O,O′-dibenzoyltartaric chiral acid wherein said resolution is quantitative.n n The present invention also refers to some intermediate compounds of the new synthesis process of tapentadol.

专利号:WO-2012089181-A1
优先权日:2010-12-30
标题 :O-substituted (2r,3r)-3-(3-hydroxyphenyl)-2-methyl-4-pentenoic acids and a method of obtaining the same
发明人：VLASAKOVA RUZENA; HAJICEK JOSEF; ZEZULA JOSEF
权利人:ZENTIVA KS; VLASAKOVA RUZENA; HAJICEK JOSEF; ZEZULA JOSEF
摘要:The compounds of general formula II are new and represent important intermediates in the synthesis of tapentadol. In the synthesis of tapentadol of formula I and its pharmaceutically acceptable salts, O-protected (2R,3R)-acids of general formula II, in step A, are reacted in an inert organic solvent with an activating agent, optionally in presence of a catalyst or a base; in step B, the obtained compounds of general formula V, wherein R has the above mentioned meaning and X stands for chlorine or alkoxycarbonyloxyl group O-CO-OR 1 or pivaloyloxyl O-CO-t-Bu group, wherein R 1 is methyl or ethyl, are reacted with dimethylamine or its salts optionally in presence of a base; in step C, the obtained N, N-dimethylamides of general formula VI, wherein R has the above mentioned meaning, are reduced by means of hydride agents in a suitable solvent; in step D, the produced alkeneamines of general formula VII, wherein R has the above mentioned meaning, are hydrogenated on a metal catalysts in a suitable solvent; and, finally, in step E, the produced alkaneamines of general formula VIII, wherein R has the above mentioned meaning, are O-dealkylated by means of dealkylating agents, and, if required, the obtained tapentadol is converted by the action of a pharmaceutically acceptable acid to respective salts, e.g. hydrochloride.

专利号:US-11434196-B2
优先权日:2019-01-15
标 题 :Process for preparation of 2-Amino-5-hydroxy propiophenone
发明人：VASIREDDI UMA MAHESWER RAO; KINTALI VENKATA RAMANA; DADI JAGADEESWARA RAO; KATKURI RAJ KOTI; TUMMU SRIDHAR
权利人:LAURUS LABS LTD
摘要:The present invention relates to a process for preparation of 2-Amino-5-hydroxy propiophenone, a key intermediate for the synthesis of camptothecin analogs including 7-Ethyl-10-hydroxycamptothecin (SN-38).

专利号:US-2013178644-A1
优先权日:2010-07-02
标 题:Process for the synthesis of tapentadol and intermediates thereof