58879-07-5Relevant articles and documents
Synthesis method for (R)-3-phenylpiperidine or/and (S)-3-phenylpiperidine and synthesis method for chiral intermediate of niraparib
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Paragraph 0083-0090, (2018/07/10)
The invention belongs to the technical field of organic synthesis. The synthesis method firstly provided by the invention takes benzyl-4-oxopiperidine as a starting material, and the starting materialis subjected to Grignard reaction, elimination reaction, hydrogenation reduction reaction and chiral resolution in sequence to successfully obtain a target product (R)-3-phenylpiperidine or/ and (S)-3-phenylpiperidine. The synthesis method sencondly provided by the invention takes the same starting raw material for Grignard reaction, organic silicon reagent is used for removing a hydroxide radical, and benzyl is removed by catalytic hydrogenation reaction; finally, the chiral resolution is carried out to obtain a target product. The (S)-3-phenylpiperidine can be synthesized according to the synthesis method. (S)-3-p-aminosalicylic phenylpiperidine can be synthesized according to the third aspect; or according to the fourth aspect, (S)-3-p-bromophenyl piperidine is synthesized to serve asthe key intermediate for preparing the niraparib. According to the synthesis method for (R)-3-phenylpiperidine or/ and (S)-3-phenylpiperidine and the synthesis method for chiral intermediate of niraparib, production cost is obviously lowered, and the synthesis methods are favorable for the large-scale industrial production of a niraparib medicine.
Synthesis and evaluation of 3-aryl piperidine analogs as potent and efficacious dopamine D4 receptor agonists
Wang, Xueqing,Bhatia, Pramila A.,Daanen, Jerome F.,Latsaw, Steve P.,Rohde, Jeffrey,Kolasa, Teodozyi,Hakeem, Ahmed A.,Matulenko, Mark A.,Nakane, Masaki,Uchic, Marie E.,Miller, Loan N.,Chang, Renjie,Moreland, Robert B.,Brioni, Jorge D.,Stewart, Andrew O.
, p. 4667 - 4678 (2007/10/03)
A series of 3-aryl piperidine analogs with 2-piperidinoalkylamino or 2-piperidinoalkyloxy fused bicyclic rings were prepared and found to be potent and efficacious human dopamine D4 agonists. The synthesis and structure-activity relationship (SAR) studies that led to the identification of these compounds are discussed.
An efficient synthesis of N-aroyl-3-phenyltetrahydropyridines
Sui, Zhihua,Dodd, John,Ohemeng, Kwasi A.
, p. 175 - 185 (2007/10/03)
N-Aroyl-3-phenyltetrahydropyridines were conveniently synthesized by dehydration of N-aroyl-3-hydroxy-3-phenylpiperidines with toluenesulfonic acid on silica gel as a dehydration reagent.