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.
Diastereoselective synthesis of pitavastatin calcium via bismuth-catalyzed two-component hemiacetal/oxa-Michael addition reaction
Xiong, Fangjun,Wang, Haifeng,Yan, Lingjie,Xu, Lingjun,Tao, Yuan,Wu, Yan,Chen, Fener
, p. 9813 - 9819 (2015/10/05)
An efficient and concise asymmetric synthesis of pitavastatin calcium (1) starting from commercially available (S)-epichlorohydrin is described. A convergent C1 + C6 route allowed for the assembly of the pitavastatin C7 side chain via a Wittig reaction between phosphonium salt 2 and the enantiomerically pure C6-formyl side chain 3. The 1,3-syn-diol acetal motif in 3 was established with excellent stereo control by a diastereoselective bismuth-promoted two-component hemiacetal/oxa-Michael addition reaction of (S)-α,β-unsaturated ketone 4 with acetaldehyde.
