560132-18-5Relevant articles and documents
A concise and stereoselective synthesis of (+/-)-erythro-methylphenidate
Russowsky, Dennis,Da Silveira Neto, Brenno Amaro
, p. 2923 - 2926 (2003)
A concise and stereoselective synthesis of racemic erythro-methylphenidate (1) is described. The coupling reaction between piperidine-2-thione (3) and 2-bromo-2-phenylmethylacetate (4) afforded the β-enaminocarbonyl compound 2 in 60% yield by a modified Eschenmoser sulfide contraction reaction. In most cases the bicyclic thiazolidinone 5 was produced. Diastereoselective reduction of 2 in the presence of borohydrydes furnished the (+/-)-erythro-methylphenidate in good yields with dr >95%.