SM-10661(racemate), SM-12502

4-噻唑烷酮,3,5-二甲基-2-(3-吡啶基)-,盐酸盐(1:1),(2R,5S)-rel- Chemical Name: (+)-cis-(2R,5S)-3,5-Dimethyl-2-(3-pyridyl)thiazolidin-4-one hydrochloride
CAS No. 119383-00-5, 130841-70-2 (racemate)
项目整合开发状态: Phase II
项目研究机构: Sumitomo Pharmaceuticals (Originator)
合成路线:Methylation of methyl (+)-lactate (I) followed by thioacetylation and acidic hydrolysis affords (-)-thiolactic acid (IV).Reaction of 3-pyridinecarboxyaldehyde (V) with methylamine in toluene under the azeotropic condition provides the imine (VI),which when condensed with (IV) affords (+)-cis-3,5-dimethyl-2-(3-pyridyl)thiazolidin-4-one (VII).Treatment of (VII) with aqueous HCl/isopropanol results in the precipitation of SM-12502.