CAS: 151213-40-0; (4As,7As)-Octahydro-1H-Pyrrolo[3,4-B]Pyridine

相似化合物

147459-51-6 159877-36-8 5654-94-4

上下游产品

CAS号151213-39-7 (4aS,7aS)-八氢-6-... | CAS号1558079-66-5 (S)-1-[(4aS,7aS... | CAS号195532-12-8 普拉沙星 | CAS号151213-39-7 (4aS,7aS)-八氢-6-... | CAS号151096-09-2 莫西沙星 | CAS号186826-86-8 盐酸莫西沙星

(S,S)-6-苄基-八氢吡咯并[3,4-B]吡啶双盐酸盐置于palladium On Activated Charcoal,氢气体系中,用 甲醇 用作溶剂,以90%的收率获得(S,S)-2,8-二氮杂二环[4,3,0]壬烷
参考文献:A Novel Synthesis Of (4As,7As)-octahydro-1H-Pyrrolo[3,4-B]Pyridine: An Intermediate Of Moxifloxacin Hydrochloride
标题:A Novel Synthesis Of (4As,7As)-octahydro-1H-Pyrrolo[3,4-B]Pyridine: An Intermediate Of Moxifloxacin Hydrochloride
摘要:本研究展示了(4As,7As)-八氢-1H-吡咯并[3,4-B]吡啶(1)的新型合成方法以及手性助剂萘普生的回收和再利用.此外,还展示了 6-苄基-5H-吡咯并[3,4-B]吡啶-5,7(6H)-二酮 3 的另一种立体选择性还原程序,从而使壬烷 1 具有所需的手性.
Doi:10.14233/ajchem.2013.15245

专利信息

专利号:US-8680276-B2
优先权日:2009-03-06
标题 :Synthesis of (4aS,7aS)-octahydro-1H-pyrrolo[3,4-b]pyridine
发明人：MOTTERLE RICCARDO; ARVOTTI GIANCARLO; BERGANTINO ELISABETTA; CASTELLIN ANDREA; FOGAL STEFANO; GALVAGNI MARCO
权利人:MOTTERLE RICCARDO; ARVOTTI GIANCARLO; BERGANTINO ELISABETTA; CASTELLIN ANDREA; FOGAL STEFANO; GALVAGNI MARCO
摘要:The present invention relates to the stereoselective synthesis of (4aS,7aS)-octahydro-1H-pyrrolo[3,4-b]pyridine, as well as the conversion thereof, to give Moxifloxacin. Particularly, the present invention relates to a method for the synthesis of (4aS,7aS)-octahydro-1H-pyrrolo[3,4-b]pyridine of formula (I) comprising: (a) the optical resolution by enzymatic hydrolysis of the intermediate dialkyl-1-alkylcarbonylpiperidine-2,3-dicarboxylate racemate of formula (II) to give, following isolation, the intermediate dialkyl-(2S,3R)-1-alkylcarbonyl-piperidine-2,3-dicarboxylate of formula (III) in which AIk is a straight or branched C1-C5 alkyl group; (b) the conversion of the intermediate (III) to (4aR,7aS)-1-alkylcarbonylhexahydrofuro[3,4-b]pyridine-5,7-dione of formula (IV) in which AIk has the meanings set forth above; (c) the conversion of the intermediate (IV) to (4aS,7as)-octahydro-1H-pyrrolo[3,4-b]pyridine of formula (I) with an optical purity above 99%.

专利号:US-8198451-B2
优先权日:2006-11-13
标题 :Process for the synthesis of moxifloxacin hydrochloride
发明人：RAO DHARMARAJ RAMACHANDRA; KANKAN RAJENDRA NARAYANRAO; PATHI SRINIVAS LAXMINARAYAN; PUPPALA RAVIKUMAR; GANGRADE MANISH; KANATHALA SHASHIREKHA
权利人:RAO DHARMARAJ RAMACHANDRA; KANKAN RAJENDRA NARAYANRAO; PATHI SRINIVAS LAXMINARAYAN; PUPPALA RAVIKUMAR; GANGRADE MANISH; KANATHALA SHASHIREKHA; CIPLA LTD
摘要:A new polymorph of moxifloxacin hydrochloride is described, together with a method for making the polymorph. In addition, new intermediates in the formation of moxifloxacin hydrochloride are described, having formulas (1) and (II):

专利号:WO-2012131629-A1
优先权日:2011-03-31
标题 :A process for preparation of intermediate of moxifloxacin
发明人：WANKHEDE KARUNA; JAGTAP ASHUTOSH; ROY MITA; HARIHARAN SIVARAMAKRISHNAN; KUMBHAR AJAY
权利人:PIRAMAL HEALTHCARE LTD; WANKHEDE KARUNA; JAGTAP ASHUTOSH; ROY MITA; HARIHARAN SIVARAMAKRISHNAN; KUMBHAR AJAY
摘要:The present invention provides a process for the preparation of racemic or chiral octahydro-6-(phenylmethyl)-1H-pyrrolo[3,4-b]pyridine of formula I, a key intermediate in the synthesis of moxifloxacin or its pharmaceutically acceptable salts. The process comprises reaction of racemic or chiral tetrahydro-6-(phenylmethyl)-1H- pyrrolo[3,4-b]pyridine-5,7(6H)-dione of formula II with a reducing agent, which is a mixture of two agents, that is mixture of dimethyl sulphate and sodium borohydride or aluminum chloride and sodium borohydride used in a molar ratio ranging from 1:1 to 1: 4, in the presence of a polar solvent at a temperature ranging from 15°C to 45°C 10 to obtain racemic or chiral octahydro-6-(phenylmethyl)-1H-pyrrolo[3,4-b]pyridine of formula I having purity ≥ 96%.

专利号:US-9238648-B2
优先权日:2011-10-14
标题 :Asymmetric synthesis method, related raw material and preparation method of (S,S)-2,8-diazabicyclo[4,3,0]nonane
发明人：SHENTU XIAOBO; QI YANTAO; XIE LINGSHI; WANG BO
权利人:SHANGHAI PUYI CHEMICAL TECHNOLOGY CO LTD
摘要:The present invention relates to an asymmetric synthesis method of a chiral intermediate (S,S)-2,8-diazabicyclo[4,3,0]nonane (I) of moxifloxacin, wherein an imide or enamine compound is obtained by dehydration reaction of the pyrrolidine-3-ketone as shown in formula (II) and chiral amine(R)-1-phenylethylamine, followed by the reduction of the imide or enamine compound to obtain a compound of formula (III) or (IV) having the chiral structure of formula (I), and then a compound of formula (I) is obtained by intramolecular cyclization, and removal of the chiral auxiliary group and amino-protecting group. The present invention also relates to pyrrolidine-3-ketone as shown in formula (II) and a preparation method therefor, n n n n n n n n n n n n and in the formula (I), (II), (III), (IV), R is an amino-protecting group, especially C 1-4 alkoxycarbonyl, benzyloxycarbonyl or benzyl which can be removed by hydrolysis or hydrogenation. Zâ•?H 2 or O; when Zâ•?H 2 , Y is chlorine, bromine, iodine, methanesulfonate, tosylate, hydroxyl or hydroxyl with protection; and when Zâ•?O, Y is OR 1 , and R 1 is C 1- alkyl.

专利号:AU-2007320997-B2
优先权日:2006-11-13
标题:Process for the synthesis of moxifloxacin hydrochloride

专利号:US-2010152229-A1
优先权日:2006-11-13
标题:Process for the Synthesis of Moxifloxacin Hydrochloride