- Preparation method of moxifloxacin intermediate
-
The invention discloses a preparation method of a moxifloxacin intermediate. The invention provides a preparation method of a compound as shown in a formula III, which comprises the following step: ina solvent, in the presence of alkali, carrying out cyclization reaction as shown in the specification on a compound as shown in a formula II to obtain the compound as shown in the formula III. The method is simple to operate, high in chiral selectivity, simple in process, high in yield and high in purity.
- -
-
-
- Efficient synthesis of (S,S)-2,8-diazabicyclo[4.3.0]nonane
-
An efficient synthetic route for moxifloxacin chiral intermediate via five steps was established. First, dehydration, N-acylation, and cyclization were combined in one pot to meet the industrial requirement. Then relatively low hydrogen pressure was employed in the catalytic hydrogenation reaction with high yield. Isopropanol/water system was used in resolution, which guaranteed high yield and perfect optical purity. The racemic process conducted by manganese dioxide and Pd/C successfully converted the undesired enantiomer into the racemate and hence the total yield increased remarkably. Furthermore, mild hydrogen transfer catalytic hydrogenation method was utilized in debenzylation process instead of high-pressure hydrogenation. Total yield of 39.0% was achieved, which was much higher than that of 29.0% in literature.
- Chen, Shipeng,Liu, Dongqi,Si, Leilei,Chen, Ligong,Yan, Xilong
-
p. 238 - 244
(2017/01/22)
-
- A 3 - amino-pyrrolidine compound and its synthesis and use
-
The invention relates to 3-aminopyrrolidine compounds, and a synthetic method and uses thereof. 3-pyrrolidone compounds (compounds IIIa or IIIb) are adopted as substrates and subjected to transaminase reactions under the actions of transaminase and an amino donator to obtain the (S)-3-aminopyrrolidine compounds (compounds II). Then intramolecular cyclization and removal of amino protective groups are performed to obtain (S,S)-2,8-diazabicyclo[4,3,0] nonane (a compound I). According to the 3-aminopyrrolidine compounds, the synthetic method and the uses, a synthetic technology that is low in cost, short in process steps and environmental friendly is provided for a moxifloxacin intermediate, and the synthetic technology will have great market application value and is suitable for large-scale industrial production.
- -
-
Paragraph 0053; 0054; 0057
(2018/10/19)
-
- Moxifloxacin intermediate compound preparation method
-
The invention discloses a preparation method of a moxifloxacin intermediate compound. The invention discloses a preparation method of a moxifloxacin intermediate compound represented by the formula B which is shown in the description. The preparation meth
- -
-
Paragraph 0022; 0023; 0025; 0027; 0029; 0031
(2017/08/25)
-
- Synthesis method for moxifloxacin side chain
-
The invention discloses a synthesis method for a moxifloxacin side chain.With 2,3-dipicolinic acid being a raw material, cyclization, catalytic hydrogenation, resolution and racemization are performed, and then chemical reduction and debenzylation are performed to obtain moxifloxacin side chain.Resolution, racemization and chemical reduction are performed in sequence, sodium borohydride is used for replacing high-risk lithium aluminum hydride to synthesize the moxifloxacin side chain, and the synthesis method has the advantages that industrial waste materials are reduced, the production cost is lowered, and productivity is increased.
- -
-
-
- (S, S) - 2,8-diazabicyclo [4, 3, 0] nonane synthetic method
-
The invention discloses a preparation method of a compound 1 (S,S)-2,8-diazabicyclo[4.3.0]nonane. With existing methods, chiral separations are carried out in the last process, and chiral control are not realized in pre-stage main ring synthesis process, such that a final total yield is substantially low, and synthesizing cost of (S,S)-2,8-diazabicyclo[4.3.0]nonane is severely influenced. According to the method provided by the invention, in an organic solvent, under the existence of organic amine and under a temperature of 0-30 DEG C, benzenesulfonamide is subjected to a reaction with acrolein, such that a compound 5 is prepared; under the existence of organic amine and a chiral catalyst, the compound 5 is subjected to a D-A addition reaction with a compound 4, such that a compound 6 is prepared; the compound 6 is processed through catalytic hydrogenation and carbonyl reduction; and protective group removing and chiral separation purification are carried out under an acidic condition. With the method provided by the invention, a problem of low total yield of finished product caused by chiral separation of prior arts is completely solved, and product yield is improved.
- -
-
Paragraph 0035-0040; 0042-0043
(2017/03/08)
-
- IR, FT-ICR-MS studies on (1′S, 6′S)-1-cyclopropyl-7-(2,8- diazabicyclo[4.3.0] non-8-yl)-6-fluoro-8-methoxy-4-oxo-1,4-dihydroquinoline-3- carboxylic acid hydrochloride salt
-
The infrared spectra of (1′S, 6′S)-1-cyclopropyl-7-(2,8- diazabicyclo[4.3.0] non-8-yl)-6-fluoro-8-methoxy-4-oxo-1,4-dihydroquinoline-3- carboxylic acid hydrochloride salt (CLF-HCl) were studied and compared with free base. Their fragmentation pathways were investigated using tandem mass spectrometric (MS/MS) techniques on Fourier-transform ion cyclotron resonance spectrum, and many characteristic fragment ions were found.
- Lin, Zhiwei
-
p. 254 - 258
(2013/12/04)
-
- METHOD FOR PRODUCTION OF (S,S)-6-BENZYLOCTAHYDRO-1H-PYRROLO[3,4-B]PYRIDINE, AN INTERMEDIATE OF AZABICYCLO PYRIDINE DERIVATIVES
-
The present invention relates to a cost effective process for the production of (S,S)-6- benzyloctahydro-1H-pyrrolo[3,4-b]pyridine of Formula (I), an important intermediate for the manufacture of azabicyclo pyridine derivatives.
- -
-
-
- A novel synthesis of (4aS,7aS)-Octahydro-1H-pyrrolo[3,4-b]pyridine:An intermediate of Moxifloxacin Hydrochloride
-
A novel synthesis of (4aS, 7aS)-octahydro-1H-pyrrolo[3,4-b]pyridine (1) is demonstrated alongwith recovery and reuse of chiral auxiliary naproxen. Further to this alternative stereoselective reduction procedures on 6-benzyl-5H- pyrrolo[3,4-b]pyridine-5,7(6H)-dione 3 enabling the desired chirality in the nonane 1 is demonstrated.
- Reddy, G. Prashanth,Bandichhor, Rakeshwar
-
p. 8701 - 8707
(2013/11/06)
-
- SYNTHESIS OF (4aS,7aS)-OCTAHYDRO-1H-PYRROLO[3,4-b]PYRIDINE
-
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%.
- -
-
Page/Page column 36
(2010/09/18)
-
- IMPROVED PROCESS FOR THE PREPARATION OF (S.S)-2.8-DIAZABICYCLO[4.3.0]NONANE
-
The present invention is directed to an improved industrially viable, cost effective process for manufacturing (S,S)-2,8-Diazabicyclo[4.3.0]nonane in a substantially pure form and consequent conversion to Moxifloxacin hydrochloride monohydrate.
- -
-
Page/Page column 6; 10
(2009/11/29)
-
- PHENYLAMINOPYRIMIDINES AND THEIR USE AS RHO-KINASE INHIBITORS
-
The invention relates to the phenylaminopyrimidines of formula (I), wherein A, D, R1, R2, R3 and R4 are defined as in the description. The invention also relates to methods for producing said phenylaminopyrimidines and to their use for producing drugs for the treatment and/or the prophylaxis of diseases, especially cardiovascular diseases.
- -
-
Page column 55,56
(2010/02/06)
-
- Bicyclic amine derivatives
-
A compound represented by formula (I) or a salt thereof: STR1 wherein X1 and X2 each represent a halogen atom; R1 represents a hydrogen atom or a substituent; R2 represents a substituted or unsubstituted bicyclic heterocyclic substituent of the following formula; STR2 wherein R3, R4, Y, Z, m, n, p, q and r are as defined herein; A represents a nitrogen atom or a substituted carbon atom; and R represents a hydrogen atom or a substituent. The compound exhibits potent antimicrobial activity and also high safety due to reduced lipophilicity.
- -
-
-
- Quinolonecarboxylic acids
-
The invention relates to novel derivatives of quinolonecarboxylic acid and naphthyridonecarboxylic acid which are linked to a β-lactam antibiotic, to their salts, to processes for their preparation and to antibacterial agents containing these derivatives.
- -
-
-
- 8-vinyl- and 9-ethinyl-quinolone-carboxylic acids
-
The invention relates to new 8-vinyl- and 8-ethinylquinolonecarboxylic acids, process for their preparation, and antibacterial agents and feed additives containing them.
- -
-
-