185225-84-7Relevant academic research and scientific papers
Sitafloxacin three membered ring intermediate preparation method
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Paragraph 0038-0064, (2017/07/07)
The invention discloses a preparation method for a three-membered ring intermediate of sitafloxacin hydrate. The preparation method comprises the following steps: dimethyl malonate and 1,1,2-tribromo-2-fluoroethane react to synthesize a solid A, the solid A is subjected to debromination to prepare an oily liquid B, the oily liquid B is subjected to branched chain removal to prepare a solid C, the solid C is hydrolyzed to prepare a solid D, the solid D is subjected to chiral resolution with L-leucinamide and reduced to prepare a solid F, the solid F is introduced to an amino group and combined with p-toluenesulfonic acid to prepare the three-membered ring intermediate of sitafloxacin hydrate. The preparation method has fewer steps for preparing the three-membered ring intermediate of sitafloxacin hydrate, unnecessary isomer is separated by one step with the chiral resolution method, the product yield and purity are higher, and scale production is easier.
Method for preparing cis-1-amino-2-fluorocyclopropane
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Page/Page column 10; 12, (2016/12/22)
The invention provides a method for preparing cis-1-amino-2-fluorocyclopropane. A preparation process comprises 8 to 10 steps. A structural formula of the cis-1-amino-2-fluorocyclopropane is represented by a formula 1 shown in the description, and the form of benzene sulfonate or hydrochloride is relatively common. An important intermediate product, i.e., cis-fluoro-amine olefin 2 is synthesized. The method has the advantages that the consumption of diiodo-fluoromethane or dibromo-fluoromethane, which is expensive in price and causes heavy pollution in a raw material production process, is avoided; a cis triatomic ring is obtained through the cyclization of high-activity cis-olefin 2, and an absolute-configuration product can be obtained by only one-time resolution, so that the method has especially great advantages in the aspect of either economical efficiency of the raw materials, or the difficulty of resolution of isomers.
Stereoselective synthesis of cis -2-fluorocyclopropanecarboxylic acid
Shibue, Taku,Fukuda, Yasumichi
, p. 7226 - 7231 (2014/08/18)
A rhodium-catalyzed cyclopropanation of 1-fluoro-1-(phenylsulfonyl)ethylene and diazo esters is described as an effective method for the stereoselective synthesis of cis-2-fluorocyclopropanecarboxylic acid. This process provides an example of the cyclopro
Synthesis of cis-2-fluorocyclopropylamine by stereoselective cyclopropanation under phase-transfer conditions
Matsuo, Jun-Ichi,Tani, Yu-Ichirou,Hayakawa, Yu-Ichirou
, p. 464 - 465 (2007/10/03)
cis-2-Fluorocyclopropylamine is stereoselectively synthesized by cyclopropanation of 3-aryl-2-vinyl-3-(methoxy)isoin-dol-1-one by treating dibromofluoromethane with saturated aqueous KOH solution in the presence of 18-crown-6 in dichloromethane, followed by removal of a bromine atom of the formed bromofluorocyclopropane derivative with Raney Ni, and successive three steps-deprotection procedures for generating an amino group on the cyclopropane ring.
Synthetic studies on the key component of the new generation of quinolonecarboxylic acid, DU-6859. 1. Synthesis of (1R,2S)-2-fluorocyclopropylamine by the use of optical resolution
Tamura, Osamu,Hashimoto, Masaru,Kobayashi, Yuko,Katoh, Tadashi,Nakatani, Kazuhiko,Kamada, Masahiro,Hayakawa, Isao,Akiba, Toshifumi,Terashima, Shiro
, p. 3889 - 3904 (2007/10/02)
The title synthesis was achieved by employing highly cis-selective cyclopropanation of N-benzyl-N-vinylcarbamates with zinc-monofluorocarbenoid, deprotection of the formed N-benzyl-N-(cis-2-fluorocyclopropyl)carbamates, and optical resolution of the resul
Synthetic Studies on the Key Component of the New Generation of Quinolonecarboxylic Acid, DU-6859. 2. Asymmetric Synthesis of (1R,2S)-2-Fluorocyclopropylamine
Akiba, Toshifumi,Tamura, Osamu,Hashimoto, Masaru,Kobayashi, Yuko,Katoh, Tadashi,et al.
, p. 3905 - 3914 (2007/10/02)
The title synthesis was achieved by featuring diastereoface-selective cyclopropanation of (4R,5S)-4,5-diphenyl-3-vinyl-2-oxazolidinone and its related compounds, the chiral conformationally rigid N-vinylcarbamates, with zinc-monofluorocarbenoid, followed
Asymmetric Synthesis of (1R,2S)-2-Fluorocyclopropylamine, the Key Intermediate of the New Generation of Quinolonecarboxylic Acid, DU-6859
Tamura, Osamu,Hashimoto, Masaru,Kobayashi, Yuko,Katoh, Tadashi,Nakatani, Kazuhiko,et al.
, p. 3487 - 3490 (2007/10/02)
The title synthesis was achieved by featuring diastereoface selective cyclopropanation of (4R,5S)-4,5-diphenyl-3-vinyl-2-oxazolidinone, the chiral and conformationally rigid N-vinylcarbamate, with zincmonofluorocarbenoid followed by hydrogenolysis of form
Synthesis and optical resolution of dl-cis-2-fluorocyclopropylamine, the key component of the new generation of quinolonecarboxylic acid, DU-6859
Tamura,Hashimoto,Kobayashi,Katoh,Nakatani,Kamada,Hayakawa,Akiba,Terashima
, p. 3483 - 3486 (2007/10/02)
The title synthesis was accomplished by featuring highly cis-selective cyclopropanation of an N-vinylcarbamate with zinc-monofluorocarbenoid followed by deprotection of the formed N-(cis-2-fluorocyclopropyl)carbamate. Optical resolution of dl-cis-2-fluoro
