220858-76-4Relevant academic research and scientific papers
Concise and facile synthesis of (R,R)-dexmethylphenidate hydrochloride and its three stereoisomers
Li, Chunzheng,Ji, Yuanbo,Cao, Qing,Li, Jianqi,Li, Bonan
supporting information, p. 1301 - 1306 (2017/07/12)
A new and concise route is reported for the first time for the preparation of four stereoisomers of dexmethylphenidate hydrochloride starting from a single reactant, 2-benzyolpyridine, through an eight-step reaction process, which includes hydrogenation,
A concise stereoselective total synthesis of (2R,2′R)-threo-(+)- methyl-phenidate via a ring-closing metathesis protocol
Krishna, Palakodety Radha,Lopinti, Krishnarao
, p. 1742 - 1744 (2007/12/31)
In the synthesis of (2R,2′R)-threo-(+)-methylphenidate, a ring-closing metathesis approach was adopted to construct the piperidine ring, while Sharpless asymmetric epoxidation was used for the efficient generation of two contiguous stereocenters. Georg Th
Process for the preparation of dexmethylphenidate hydrochloride
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Page 5; 10, (2008/06/13)
The present invention provides a new and efficient process for the preparation of the dexmethylphenidate hydrochloride with high optical purity, the process comprising: (a) reacting a solution of threo-N-Boc-ritalinic acid with (S)-1-phenylethylamine, separating precipitated solid salt of (R,R)-enriched N-Boc-ritalinic acid with (S)-1-phenylethylamnine from the reaction mixture and recrystallizing, reslurring and/or trituring of said salt; (b) mixing the solid salt of (R,R)-N-Boc-ritalinic acid and (S)-1-phenylethylamine obtained in step (a) with aqueous acid and separating (R,R)-N-Boc-ritalinic acid from the mixture; and (c) reacting the (R,R)-N-Boc-ritalinic acid prepared in step (b) with hydrogen chloride and methanol to give dexmethylphenidate hydrochloride with optical purity of at least 99% ee. The present invention further provides salt of (R,R)-N-Boc-ritalinic acid with (S)-1-phenylethylamine as new intermediate in the preparation of dexmethylphenidate hydrochloride.
Asymmetric synthesis and pharmacology of methylphenidate and its para- substituted derivatives
Thai, Dung L.,Sapko, Michael T.,Reiter, Clara T.,Bierer, Donald E.,Perel, James M.
, p. 591 - 601 (2007/10/03)
We report the first asymmetric synthesis of the individual enantiomers of methylphenidate (1). From d-pipecolic acid, the (2R,2'R) and (2S,2'R) enantiomers of 1 were obtained in >99% optical purity while the (2S,2'S) and (2R,2'S) enantiomers of 1 were der
