121660-11-5Relevant articles and documents
Synthesis, characterization of 3-(bromomethyl)-2-cyclopropyl-4-(4-fluorophenyl)quinoline and its crystal structure
Xu, Jia-Ying,Cheng, Wei-Hua,Wang, Lan,Wu, Jian-Guo,Wang, Kai
, p. 7587 - 7590 (2014)
3-(Bromomethyl)-2-cyclopropyl-4-(4-fluorophenyl)quinoline (I), an important intermediate to synthesize pitavastatin calcium. It was prepared from ethyl 2-cyclopropyl-4-(4-fluorophenyl)quinoline-3-carboxylate via reduction by KBH4/ZnCl2 and then bromide by PBr3. The product was characterized by NMR and LC-MS. The crystal structure of compound I was investigated using X-ray diffraction and SHELXTL-97 software. The result indicated that compound I crystallized in the triclinic system, space group P-1 with a = 9.6150(19), b = 9.868 (2), c = 10.060(2) ?, V = 783.3 (4) ?3; Z 2.
Pitavastatin calcium method for the preparation of intermediates
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Page/Page column 0046-0047, (2017/01/23)
The invention discloses a preparation method for a pitavastatin calcium intermediate shown in the formula (I) of the Specification. According to the invention, the pitavastatin calcium intermediate is prepared from ester compounds shown in the formula (II) of the Specification through hydrolysis and reduction; alcohol is used as hydrolysis medium, alcoholate can be formed by the alcohol and hydroxide, and the alkalinity of the alcoholate is stronger than that of the hydroxide, so that hydrolysis reaction is relatively facilitated; the hydrolysis time is 3-4 days when the hydrolysis medium in the prior art is an aqueous solution, while the hydrolysis time of the preparation method provided by the invention is less than 20 h.
Substrate stereocontrol in bromine-induced intermolecular cyclization: Asymmetric synthesis of pitavastatin calcium
Chen, Weiqi,Xiong, Fangjun,Liu, Qian,Xu, Lingjun,Wu, Yan,Chen, Fener
, p. 4730 - 4737 (2015/07/27)
A novel approach to synthesize pitavastatin calcium (1), an effective HMG-CoA reductase inhibitor, based on readily available and attractively functionalized (R)-3-chloro-1,2-propanediol is reported. This work highlights an intermolecular diastereoselective bromine-induced cyclization of homoallylic carbonate to meet stereochemical challenges in the synthesis of statins. An efficient route to a new triphenylphosphonium tetrafluoroborate salt of a quinoline core is also presented.